{"id":10041,"date":"1996-01-01T00:00:00","date_gmt":"1996-01-01T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/1996\/01\/01\/r-i-s-1-fenil-3-hidroxi-44-dimetilpirrolidin-2-ona-nous-auxiliars-quirals-en-sintesi-asimetrica\/"},"modified":"1996-01-01T00:00:00","modified_gmt":"1996-01-01T00:00:00","slug":"r-i-s-1-fenil-3-hidroxi-44-dimetilpirrolidin-2-ona-nous-auxiliars-quirals-en-sintesi-asimetrica","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/r-i-s-1-fenil-3-hidroxi-44-dimetilpirrolidin-2-ona-nous-auxiliars-quirals-en-sintesi-asimetrica\/","title":{"rendered":"(r)- i (s)-1-fenil-3-hidroxi-4,4-dimetilpirrolidin-2-ona. nous auxiliars quirals en sintesi asimetrica."},"content":{"rendered":"<h2>Tesis doctoral de <strong> Silvia Gimenez Serra <\/strong><\/h2>\n<p>Se ha llevado a cabo, con excelente rendimiento y a escala de gramos, la obtencion de (r) y (s)-1-felil-3-hidroxi-4,4-dimerilpirrolidin-2-ona mediante acetilacion enantioselectiva del correspondiente producto racemico, utilizando acetato de vinilo en presencia de la enzima lipasa amano-ps, condiciones que conducen a una mezcla del acetato de configuracion s y el alcohol de configuracion r, que se separa facilmente por metodos convencionales. La hidrolisis del acetato de configuracion s permite obtener el alcohol s con un exceso enantiomerico elevado. La configuracion del alcohol r y de su p-bromobenzoato se ha establecido por difraccion de rx.  se ha puesto a punto un proceso practicable a nivel industrial para la desracemizacion de diversos acidos alfa-arilpropanoicos con resultados excelentes y para la desracemizacion de otros acidos arilaceticos alfa-sustituidos con resultados buenos cuando el sustituyente en la posicion alfa es un grupo alquilo o aralquilo primario y pobres cuando el sustituyente es un grupo alquilo secundario.  se ha comprobado la baja diastereoselectividad en las adiciones de michael asimetricas de los esteres metacrilico, crotonico y cinamico de estos auxiliares quirales.  se ha comprobado tambien la elevada diastereselectividad en las reacciones de diels-alder asimetricas de los esteres acrilico y crotonico de estos auxiliares quirales con ciclopentadieno catalizadas por ticl4.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>(r)- i (s)-1-fenil-3-hidroxi-4,4-dimetilpirrolidin-2-ona. nous auxiliars quirals en sintesi asimetrica.<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 (r)- i (s)-1-fenil-3-hidroxi-4,4-dimetilpirrolidin-2-ona. nous auxiliars quirals en sintesi asimetrica. <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Silvia Gimenez Serra <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Barcelona<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 01\/01\/1996<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h3>Direcci\u00f3n y tribunal<\/h3>\n<ul>\n<li><strong>Director de la tesis<\/strong>\n<ul>\n<li>Pelayo Camps Garc\u00eda<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: Jos\u00e9 Vicente Sinisterra Gago <\/li>\n<li>Micheline Grignon Dubois (vocal)<\/li>\n<li>Alberto Gonzalez Guerrero (vocal)<\/li>\n<li>Rosa Mar\u00eda Ortu\u00f1o Mingarro (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Silvia Gimenez Serra Se ha llevado a cabo, con excelente rendimiento y a escala de gramos, la [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center 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