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Estereoselectividad - Wikipedia, la enciclopedia libre
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class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Estereoselectividad</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Ir a un artículo en otro idioma. Disponible en 19 idiomas" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-19" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">19 idiomas</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Estereoselectivitat" title="Estereoselectivitat (catalán)" lang="ca" hreflang="ca" data-title="Estereoselectivitat" data-language-autonym="Català" data-language-local-name="catalán" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Stereoselektivita" title="Stereoselektivita (checo)" lang="cs" hreflang="cs" data-title="Stereoselektivita" data-language-autonym="Čeština" data-language-local-name="checo" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Stereoselektivit%C3%A4t" title="Stereoselektivität (alemán)" lang="de" hreflang="de" data-title="Stereoselektivität" data-language-autonym="Deutsch" data-language-local-name="alemán" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Stereoselectivity" title="Stereoselectivity (inglés)" lang="en" hreflang="en" data-title="Stereoselectivity" data-language-autonym="English" data-language-local-name="inglés" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Stereoselektiivsus" title="Stereoselektiivsus (estonio)" lang="et" hreflang="et" data-title="Stereoselektiivsus" data-language-autonym="Eesti" data-language-local-name="estonio" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Estereoselektibitate" title="Estereoselektibitate (euskera)" lang="eu" hreflang="eu" data-title="Estereoselektibitate" data-language-autonym="Euskara" data-language-local-name="euskera" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Sp%C3%A9cificit%C3%A9_et_s%C3%A9lectivit%C3%A9" title="Spécificité et sélectivité (francés)" lang="fr" hreflang="fr" data-title="Spécificité et sélectivité" data-language-autonym="Français" data-language-local-name="francés" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%A1%D7%98%D7%A8%D7%99%D7%90%D7%95%D7%A1%D7%9C%D7%A7%D7%98%D7%99%D7%91%D7%99%D7%95%D7%AA" title="סטריאוסלקטיביות (hebreo)" lang="he" hreflang="he" data-title="סטריאוסלקטיביות" data-language-autonym="עברית" data-language-local-name="hebreo" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Stereoselettivit%C3%A0" title="Stereoselettività (italiano)" lang="it" hreflang="it" data-title="Stereoselettività" data-language-autonym="Italiano" data-language-local-name="italiano" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E7%AB%8B%E4%BD%93%E9%81%B8%E6%8A%9E%E6%80%A7" title="立体選択性 (japonés)" lang="ja" hreflang="ja" data-title="立体選択性" data-language-autonym="日本語" data-language-local-name="japonés" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%9E%85%EC%B2%B4%EC%84%A0%ED%83%9D%EC%84%B1" title="입체선택성 (coreano)" lang="ko" hreflang="ko" data-title="입체선택성" data-language-autonym="한국어" data-language-local-name="coreano" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Stereoselectiviteit" title="Stereoselectiviteit (neerlandés)" lang="nl" hreflang="nl" data-title="Stereoselectiviteit" data-language-autonym="Nederlands" data-language-local-name="neerlandés" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Estereosseletividade" title="Estereosseletividade (portugués)" lang="pt" hreflang="pt" data-title="Estereosseletividade" data-language-autonym="Português" data-language-local-name="portugués" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Stereoselectivitate" title="Stereoselectivitate (rumano)" lang="ro" hreflang="ro" data-title="Stereoselectivitate" data-language-autonym="Română" data-language-local-name="rumano" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A1%D1%82%D0%B5%D1%80%D0%B5%D0%BE%D1%81%D0%B5%D0%BB%D0%B5%D0%BA%D1%82%D0%B8%D0%B2%D0%BD%D0%BE%D1%81%D1%82%D1%8C" title="Стереоселективность (ruso)" lang="ru" hreflang="ru" data-title="Стереоселективность" data-language-autonym="Русский" data-language-local-name="ruso" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Stereoselektivnost" title="Stereoselektivnost (serbocroata)" lang="sh" hreflang="sh" data-title="Stereoselektivnost" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbocroata" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%A1%D1%82%D0%B5%D1%80%D0%B5%D0%BE%D1%81%D0%B5%D0%BB%D0%B5%D0%BA%D1%82%D0%B8%D0%B2%D0%BD%D0%BE%D1%81%D1%82" title="Стереоселективност (serbio)" lang="sr" hreflang="sr" data-title="Стереоселективност" data-language-autonym="Српски / srpski" data-language-local-name="serbio" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A1%D1%82%D0%B5%D1%80%D0%B5%D0%BE%D1%81%D0%B5%D0%BB%D0%B5%D0%BA%D1%82%D0%B8%D0%B2%D0%BD%D1%96%D1%81%D1%82%D1%8C" title="Стереоселективність (ucraniano)" lang="uk" hreflang="uk" data-title="Стереоселективність" data-language-autonym="Українська" data-language-local-name="ucraniano" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%AB%8B%E4%BD%93%E9%80%89%E6%8B%A9%E6%80%A7" title="立体选择性 (chino)" lang="zh" hreflang="zh" data-title="立体选择性" data-language-autonym="中文" data-language-local-name="chino" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q903429#sitelinks-wikipedia" title="Editar enlaces interlingüísticos" class="wbc-editpage">Editar enlaces</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Espacios de nombres"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Estereoselectividad" title="Ver la página de contenido [c]" accesskey="c"><span>Artículo</span></a></li><li id="ca-talk" class="new vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Discusi%C3%B3n:Estereoselectividad&action=edit&redlink=1" rel="discussion" class="new" title="Discusión acerca de la página (aún no redactado) [t]" accesskey="t"><span>Discusión</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Cambiar variante de idioma" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">español</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Vistas"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Estereoselectividad"><span>Leer</span></a></li><li id="ca-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Estereoselectividad&action=edit" title="Editar esta página [e]" accesskey="e"><span>Editar</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Estereoselectividad&action=history" title="Versiones anteriores de esta página [h]" accesskey="h"><span>Ver historial</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Página de herramientas"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Herramientas" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Herramientas</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Herramientas</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">mover a la barra lateral</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">ocultar</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Más opciones" > <div class="vector-menu-heading"> Acciones </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-more-view" class="selected vector-more-collapsible-item mw-list-item"><a href="/wiki/Estereoselectividad"><span>Leer</span></a></li><li id="ca-more-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Estereoselectividad&action=edit" title="Editar esta página [e]" accesskey="e"><span>Editar</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Estereoselectividad&action=history"><span>Ver historial</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> General </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Especial:LoQueEnlazaAqu%C3%AD/Estereoselectividad" title="Lista de todas las páginas de la wiki que enlazan aquí [j]" accesskey="j"><span>Lo que enlaza aquí</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Especial:CambiosEnEnlazadas/Estereoselectividad" rel="nofollow" title="Cambios recientes en las páginas que enlazan con esta [k]" accesskey="k"><span>Cambios en enlazadas</span></a></li><li id="t-upload" class="mw-list-item"><a href="//commons.wikimedia.org/wiki/Special:UploadWizard?uselang=es" title="Subir archivos [u]" accesskey="u"><span>Subir archivo</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Especial:P%C3%A1ginasEspeciales" title="Lista de todas las páginas especiales [q]" accesskey="q"><span>Páginas especiales</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Estereoselectividad&oldid=142077481" title="Enlace permanente a esta versión de la página"><span>Enlace permanente</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Estereoselectividad&action=info" title="Más información sobre esta página"><span>Información de la página</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Especial:Citar&page=Estereoselectividad&id=142077481&wpFormIdentifier=titleform" title="Información sobre cómo citar esta página"><span>Citar esta página</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Especial:Acortador_de_URL&url=https%3A%2F%2Fes.wikipedia.org%2Fwiki%2FEstereoselectividad"><span>Obtener URL acortado</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Especial:QrCode&url=https%3A%2F%2Fes.wikipedia.org%2Fwiki%2FEstereoselectividad"><span>Descargar código QR</span></a></li> </ul> </div> </div> <div id="p-coll-print_export" class="vector-menu mw-portlet mw-portlet-coll-print_export" > <div class="vector-menu-heading"> Imprimir/exportar </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-create_a_book" class="mw-list-item"><a href="/w/index.php?title=Especial:Libro&bookcmd=book_creator&referer=Estereoselectividad"><span>Crear un libro</span></a></li><li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Especial:DownloadAsPdf&page=Estereoselectividad&action=show-download-screen"><span>Descargar como PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Estereoselectividad&printable=yes" title="Versión imprimible de esta página [p]" accesskey="p"><span>Versión para imprimir</span></a></li> </ul> </div> </div> <div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> En otros proyectos </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="wb-otherproject-link wb-otherproject-commons mw-list-item"><a href="https://commons.wikimedia.org/wiki/Category:Stereoselectivity" hreflang="en"><span>Wikimedia Commons</span></a></li><li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q903429" title="Enlace al elemento conectado del repositorio de datos [g]" accesskey="g"><span>Elemento de Wikidata</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Página de herramientas"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Apariencia"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Apariencia</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">mover a la barra lateral</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">ocultar</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">De Wikipedia, la enciclopedia libre</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="es" dir="ltr"><p>En <a href="/wiki/Qu%C3%ADmica" title="Química">química</a>, la <b>estereoselectividad</b> es la formación preferente de un <a href="/wiki/Estereois%C3%B3mero" class="mw-redirect" title="Estereoisómero">estereoisómero</a> sobre todos los posibles. Puede ser parcial, donde la formación de un estereoisómero está favorecida sobre el resto, o puede ser total, cuando sólo se forma un estereoisómero de los posibles. Se habla de <i>diastereoselectividad</i> cuando los estereoisómeros son <a href="/wiki/Diastereois%C3%B3mero" title="Diastereoisómero">diastereómeros</a> y de <i>enantioselectividad</i> cuando son <a href="/wiki/Enanti%C3%B3mero" title="Enantiómero">enantiómeros</a>. </p><p>La diastereoselectividad o enantioselectividad de una reacción, cuando son dos los posibles estereoisómeros resultantes, se cuantifica, respectivamente, mediante el <i>exceso diastereomérico</i> o el <i>exceso enantiomérico</i>: </p> <dl><dd><i>Exceso diastereomérico</i> o <i>enantiomérico</i> (<i>d.e.</i> o <i>e.e.</i>) = (% mayoritario) − (% minoritario), <span class="mwe-math-element"><span class="mwe-math-mathml-inline mwe-math-mathml-a11y" style="display: none;"><math xmlns="http://www.w3.org/1998/Math/MathML" alttext="{\displaystyle \qquad }"> <semantics> <mrow class="MJX-TeXAtom-ORD"> <mstyle displaystyle="true" scriptlevel="0"> <mspace width="2em" /> </mstyle> </mrow> <annotation encoding="application/x-tex">{\displaystyle \qquad }</annotation> </semantics> </math></span><img src="https://wikimedia.org/api/rest_v1/media/math/render/svg/a0a9ceb3f51a3855999d6bbee5f3b6a8d54ade22" class="mwe-math-fallback-image-inline mw-invert skin-invert" aria-hidden="true" style="vertical-align: -0.171ex; width:4.645ex; height:0.343ex;" alt="{\displaystyle \qquad }"></span> expresado en %.</dd></dl> <div class="mw-heading mw-heading2"><h2 id="Ejemplos">Ejemplos</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Estereoselectividad&action=edit&section=1" title="Editar sección: Ejemplos"><span>editar</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Un ejemplo de estereoselectividad modesta es la <a href="/wiki/Deshidrohalogenaci%C3%B3n" title="Deshidrohalogenación">deshidrohalogenación</a> del 2-yodobutano, que produce un 60% del isómero trans-2-buteno, un 20% del cis-2-buteno y un 20 % del alqueno terminal 1-buteno.<sup id="cite_ref-1" class="reference separada"><a href="#cite_note-1"><span class="corchete-llamada">[</span>1<span class="corchete-llamada">]</span></a></sup>​ Estos productos son los isómeros geométricos del <a href="/wiki/Buteno" title="Buteno">buteno</a> y también se clasifican como diastereómeros, así que esta reacción también sería llamada diastereoselectiva: </p> <dl><dd><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/Archivo:Stereoselectivedehalogenation.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9e/Stereoselectivedehalogenation.svg/425px-Stereoselectivedehalogenation.svg.png" decoding="async" width="425" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9e/Stereoselectivedehalogenation.svg/638px-Stereoselectivedehalogenation.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9e/Stereoselectivedehalogenation.svg/850px-Stereoselectivedehalogenation.svg.png 2x" data-file-width="441" data-file-height="93" /></a><figcaption></figcaption></figure></dd></dl> <p>Otro ejemplo sería en la <a href="/wiki/Cicloadici%C3%B3n_2%2B2" title="Cicloadición 2+2">cicloadición 2+2</a> en la que se pueden producir también diferentes productos diastereoisómeros. Concretamente en la siguiente reacción se puede ver que la reacción produce estereoselectivamente en una proporción de 2,3/1 el isómero A:<sup id="cite_ref-2" class="reference separada"><a href="#cite_note-2"><span class="corchete-llamada">[</span>2<span class="corchete-llamada">]</span></a></sup>​ </p> <figure class="mw-default-size mw-halign-center" typeof="mw:File"><a href="/wiki/Archivo:22Scope6.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/4/42/22Scope6.png" decoding="async" width="509" height="154" class="mw-file-element" data-file-width="509" data-file-height="154" /></a><figcaption></figcaption></figure> <div class="mw-heading mw-heading2"><h2 id="Referencias">Referencias</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Estereoselectividad&action=edit&section=2" title="Editar sección: Referencias"><span>editar</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="listaref" style="list-style-type: decimal;"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><a href="#cite_ref-1">↑</a></span> <span class="reference-text"><i>Effects of base strength and size upon in base-promoted elimination reactions.</i> Richard A. Bartsch, Gerald M. Pruss, Bruce A. Bushaw, Karl E. Wiegers <a href="/wiki/J._Am._Chem._Soc." class="mw-redirect" title="J. Am. Chem. Soc.">J. Am. Chem. Soc.</a>; <b>1973</b>; 95(10); 3405-3407. <a href="/wiki/Identificador_de_objeto_digital" title="Identificador de objeto digital">doi</a> <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1021/ja00791a067">10.1021/ja00791a067</a></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><a href="#cite_ref-2">↑</a></span> <span class="reference-text"><span id="CITAREFBecker,_D.;_Haddad,_N.1986" class="citation publicación">Becker, D.; Haddad, N. (1986). «About the stereochemistry of intramolecular [2+2] photocycloadditions». <i><a href="/wiki/Tetrahedron_Lett." class="mw-redirect" title="Tetrahedron Lett.">Tetrahedron Lett.</a></i> <b>27</b> (52): 6393. <small><a href="/wiki/Digital_object_identifier" class="mw-redirect" title="Digital object identifier">doi</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016%2FS0040-4039%2800%2987817-X">10.1016/S0040-4039(00)87817-X</a></small>.</span><span title="ctx_ver=Z39.88-2004&rfr_id=info%3Asid%2Fes.wikipedia.org%3AEstereoselectividad&rft.atitle=About+the+stereochemistry+of+intramolecular+%5B2%2B2%5D+photocycloadditions&rft.au=Becker%2C+D.%3B+Haddad%2C+N.&rft.aulast=Becker%2C+D.%3B+Haddad%2C+N.&rft.date=1986&rft.genre=article&rft.issue=52&rft.jtitle=Tetrahedron+Lett.&rft.pages=6393&rft.volume=27&rft_id=info%3Adoi%2F10.1016%2FS0040-4039%2800%2987817-X&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal" class="Z3988"><span style="display:none;"> </span></span></span> </li> </ol></div> <ul><li>IUPAC Compendium of Chemical Terminology, Electronic version, <a rel="nofollow" class="external text" href="http://goldbook.iupac.org/S05991.html">http://goldbook.iupac.org/S05991.html</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="Véase_también"><span id="V.C3.A9ase_tambi.C3.A9n"></span>Véase también</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Estereoselectividad&action=edit&section=3" title="Editar sección: Véase también"><span>editar</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Estereoespecificidad" title="Estereoespecificidad">Estereoespecificidad</a></li></ul> <style data-mw-deduplicate="TemplateStyles:r161257576">.mw-parser-output .mw-authority-control{margin-top:1.5em}.mw-parser-output .mw-authority-control .navbox table{margin:0}.mw-parser-output .mw-authority-control .navbox hr:last-child{display:none}.mw-parser-output .mw-authority-control .navbox+.mw-mf-linked-projects{display:none}.mw-parser-output .mw-authority-control .mw-mf-linked-projects{display:flex;padding:0.5em;border:1px solid var(--border-color-base,#a2a9b1);background-color:var(--background-color-neutral,#eaecf0);color:var(--color-base,#202122)}.mw-parser-output .mw-authority-control .mw-mf-linked-projects ul li{margin-bottom:0}.mw-parser-output .mw-authority-control .navbox{border:1px solid var(--border-color-base,#a2a9b1);background-color:var(--background-color-neutral-subtle,#f8f9fa)}.mw-parser-output .mw-authority-control .navbox-list{border-color:#f8f9fa}.mw-parser-output .mw-authority-control .navbox th{background-color:#eeeeff}html.skin-theme-clientpref-night .mw-parser-output .mw-authority-control .mw-mf-linked-projects{border:1px solid var(--border-color-base,#72777d);background-color:var(--background-color-neutral,#27292d);color:var(--color-base,#eaecf0)}html.skin-theme-clientpref-night .mw-parser-output .mw-authority-control .navbox{border:1px solid var(--border-color-base,#72777d)!important;background-color:var(--background-color-neutral-subtle,#202122)!important}html.skin-theme-clientpref-night .mw-parser-output .mw-authority-control .navbox-list{border-color:#202122!important}html.skin-theme-clientpref-night .mw-parser-output .mw-authority-control .navbox th{background-color:#27292d!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .mw-authority-control .mw-mf-linked-projects{border:1px solid var(--border-color-base,#72777d)!important;background-color:var(--background-color-neutral,#27292d)!important;color:var(--color-base,#eaecf0)!important}html.skin-theme-clientpref-os .mw-parser-output .mw-authority-control .navbox{border:1px solid var(--border-color-base,#72777d)!important;background-color:var(--background-color-neutral-subtle,#202122)!important}html.skin-theme-clientpref-os .mw-parser-output .mw-authority-control .navbox-list{border-color:#202122!important}html.skin-theme-clientpref-os .mw-parser-output .mw-authority-control .navbox th{background-color:#27292d!important}}</style><div class="mw-authority-control"><div role="navigation" class="navbox" aria-label="Navbox" style="width: inherit;padding:3px"><table class="hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width: 12%; text-align:center;"><a href="/wiki/Control_de_autoridades" title="Control de autoridades">Control de autoridades</a></th><td class="navbox-list navbox-odd" style="text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px"><div style="padding:0em 0.25em"> <ul><li><b>Proyectos Wikimedia</b></li> <li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q903429" class="extiw" title="wikidata:Q903429">Q903429</a></span></li> <li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikimedia_Commons" title="Commonscat"><img alt="Commonscat" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/15px-Commons-logo.svg.png" decoding="async" width="15" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/23px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/30px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span> Multimedia:</span> <span class="uid"><span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Stereoselectivity">Stereoselectivity</a></span> / <span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Special:MediaSearch?type=image&search=%22Q903429%22">Q903429</a></span></span></li></ul> <hr /> <ul><li><b>Identificadores</b></li> <li><span style="white-space:nowrap;"><a href="/wiki/Gemeinsame_Normdatei" title="Gemeinsame Normdatei">GND</a>:</span> <span class="uid"><a rel="nofollow" class="external text" href="https://d-nb.info/gnd/4247497-8">4247497-8</a></span></li></ul> </div></td></tr></tbody></table></div><div class="mw-mf-linked-projects hlist"> <ul><li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikidata" title="Wikidata"><img alt="Wd" src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/20px-Wikidata-logo.svg.png" decoding="async" width="20" height="11" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/30px-Wikidata-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/Wikidata-logo.svg/40px-Wikidata-logo.svg.png 2x" data-file-width="1050" data-file-height="590" /></a></span> Datos:</span> <span class="uid"><a href="https://www.wikidata.org/wiki/Q903429" class="extiw" title="wikidata:Q903429">Q903429</a></span></li> <li><span style="white-space:nowrap;"><span typeof="mw:File"><a href="/wiki/Wikimedia_Commons" title="Commonscat"><img alt="Commonscat" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/15px-Commons-logo.svg.png" decoding="async" width="15" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/23px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/30px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span> Multimedia:</span> <span class="uid"><span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Stereoselectivity">Stereoselectivity</a></span> / <span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Special:MediaSearch?type=image&search=%22Q903429%22">Q903429</a></span></span></li></ul> </div></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐75c465f4c6‐xz92p Cached time: 20241125112403 Cache expiry: 2592000 Reduced expiry: false Complications: [] CPU time usage: 0.151 seconds Real time usage: 0.261 seconds Preprocessor visited node count: 150/1000000 Post‐expand include size: 6115/2097152 bytes Template argument size: 38/2097152 bytes Highest expansion depth: 5/100 Expensive parser function count: 2/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 4554/5000000 bytes Lua time usage: 0.104/10.000 seconds Lua memory usage: 2836086/52428800 bytes Number of Wikibase entities loaded: 3/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 197.127 1 -total 69.77% 137.537 1 Plantilla:Control_de_autoridades 30.17% 59.476 1 Plantilla:Listaref 24.61% 48.515 1 Plantilla:Cite_journal 2.27% 4.483 1 Plantilla:DOI --> <!-- Saved in parser cache with key eswiki:pcache:820611:|#|:idhash:canonical and timestamp 20241125112403 and revision id 142077481. 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