{"id":102982,"date":"2018-03-11T10:25:20","date_gmt":"2018-03-11T10:25:20","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/la-aminocatalisis-y-el-auxiliar-quiral-seudoefedrina-como-herramientas-en-la-sa%c2%adntesis-asimetrica-de-heterociclos\/"},"modified":"2018-03-11T10:25:20","modified_gmt":"2018-03-11T10:25:20","slug":"la-aminocatalisis-y-el-auxiliar-quiral-seudoefedrina-como-herramientas-en-la-sa%c2%adntesis-asimetrica-de-heterociclos","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/mecanismos-de-las-reacciones-organicas\/la-aminocatalisis-y-el-auxiliar-quiral-seudoefedrina-como-herramientas-en-la-sa%c2%adntesis-asimetrica-de-heterociclos\/","title":{"rendered":"La aminocat\u00e1lisis y el auxiliar quiral seudoefedrina como herramientas en la s\u00edntesis asim\u00e9trica de heterociclos"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Ainara Iza Atutxa <\/strong><\/h2>\n<p>En el trabajo de investigaci\u00f3n que se recoge en la presente memoria se han desarrollado diversas transformaciones estereoselectivas que permiten el acceso a heterociclos nitrogenados de inter\u00e9s empleando la aminocat\u00e1lisis y el auxiliar quiral (s,s)-(+)-seudoefedrina como herramientas para inducir la quiralidad deseada. en primer lugar, se ha demostrado la aplicaci\u00f3n sint\u00e9tica de los aductos obtenidos en reacciones de cicloadici\u00f3n 1,3-dipolar organocatal\u00edticas enantioselectivas llevando a cabo su derivatizaci\u00f3n a heterociclos nitrogenados fusionados. La aplicabilidad del m\u00e9todo propuesto se hace patente con la puesta a punto de una v\u00eda de acceso a estructuras bic\u00edclicas como pirrolicidinas e indolicidinas y tric\u00edclicas como aza-triquinanos lineales y hexahidropirrolo[2,1-a]isoquinolinas, mediante modificaciones sobre los productos obtenidos en la reacci\u00f3n de cicloadici\u00f3n. por otra parte, se ha aplicado la reacci\u00f3n de mannich entre propionamida de seudoefedrina y p-anisidinbencilidenamina a la s\u00edntesis de heterociclos nitrogenados de seis miembros como piperidinas y piperidonas polisustituidas \u00f3pticamente activas. Se ha estudiado, asimismo, la extensi\u00f3n de esta reacci\u00f3n a una amplia gama de enolatos provenientes del aminoalcohol mencionado, lo que permite el acceso a una serie de b-aminoamidas con distinta sustituci\u00f3n en a al grupo carbonilo. Finalmente, los aductos obtenidos mediante esta reacci\u00f3n se han transformado, mediante sencillas metodolog\u00edas que cursan sin p\u00e9rdida de pureza \u00f3ptica, en productos de alto valor a\u00f1adido como b-amino\u00e1cidos y g-aminoalcoholes.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>La aminocat\u00e1lisis y el auxiliar quiral seudoefedrina como herramientas en la s\u00edntesis asim\u00e9trica de heterociclos<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 La aminocat\u00e1lisis y el auxiliar quiral seudoefedrina como herramientas en la s\u00edntesis asim\u00e9trica de heterociclos <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Ainara Iza Atutxa <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Pa\u00eds vasco\/euskal herriko unibertsitatea<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 15\/07\/2010<\/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>Mar\u00eda Luisa Carrillo Fern\u00e1ndez<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: tom\u00e1s Torres cebada <\/li>\n<li>celia Andr\u00e9s Juan (vocal)<\/li>\n<li>Francisco Javier Fa\u00f1an\u00e1s vizcarra (vocal)<\/li>\n<li>Alberto Avenoza aznar (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Ainara Iza Atutxa En el trabajo de investigaci\u00f3n que se recoge en la presente memoria se han [&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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