{"id":104543,"date":"2018-03-11T10:27:35","date_gmt":"2018-03-11T10:27:35","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/sa%c2%adntesis-estereoselectiva-de-acidos-b-mercaptocarboxa%c2%adlicos-y-b-amino-nitrilos\/"},"modified":"2018-03-11T10:27:35","modified_gmt":"2018-03-11T10:27:35","slug":"sa%c2%adntesis-estereoselectiva-de-acidos-b-mercaptocarboxa%c2%adlicos-y-b-amino-nitrilos","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/mecanismos-de-las-reacciones-organicas\/sa%c2%adntesis-estereoselectiva-de-acidos-b-mercaptocarboxa%c2%adlicos-y-b-amino-nitrilos\/","title":{"rendered":"S\u00edntesis estereoselectiva de \u00e1cidos b-mercaptocarbox\u00edlicos y b-amino nitrilos"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Pedro Blas Gonzalez Perez <\/strong><\/h2>\n<p>La presente tesis ha tenido como objetivo desarrollar nuevas metodolog\u00edas asim\u00e9tricas y catal\u00edticas que permitan solventar algunos de los problemas que se presentan en la formaci\u00f3n de fragmentos 1,3-difuncionalizados, particularmente en la adici\u00f3n conjugada de azufre y en la adici\u00f3n de alquilnitrilos a grupos azometino de forma estereoselectiva. los resultados obtenidos para cada una de estas reacciones se hayan recogidos en dos cap\u00edtulos independientes: -s\u00edntesis asim\u00e9trica de \u00e1cidos mercapto carbox\u00edlicos. -adici\u00f3n  catal\u00edtica y asim\u00e9trica formal de acetonitrilo a iminas. en concreto, se ha desarrollado una reacci\u00f3n asim\u00e9trica muy eficiente de transferencia intramolecular de azufre en n-enoil oxazolidin-2-tionas, -mono y -disustituidas, promovida por cf3cooh.La utilidad del m\u00e9todo se ha demostrado con la s\u00edntesis de \u00e1cidos -mercaptocarbox\u00edlicos, y derivados de \u00e9stos, altamente enantioenriquecidos.La metodolog\u00eda descrita permite la s\u00edntesis de tioles terciarios con configuraciones opuestas por una s\u00edmple variaci\u00f3n en el \u00e1cido promotor empleado (cf3cooh \u00f3 bf3\u00c2\u00bfoet2).Observaciones experimentales junto con el estudio computacional, llevado a cabo por el dr. Enrique g\u00f3mez-bengoa, han permitido establecer el mecanismo de reacci\u00f3n a trav\u00e9s del cual transcurre el proceso de migraci\u00f3n intramolecular de azufre, en presencia tanto de cf3cooh como de bf3\u00c2\u00bfoet2, y explicar el resultado estereoqu\u00edmico. se ha demostrado la utilidad de los -aril sulfonil acetonitrilos como equivalentes sint\u00e9ticos de acetonitrilo en reacciones de adici\u00f3n a n-boc -aminosulfonas y n-boc iminas empleando cat\u00e1lisis por transferencia de fase y bases de br\u00ed\u00b8nsted respectivamente.Ambas metodolog\u00edas han permitido, por primera vez, la s\u00edntesis de -amino nitrilos enantiom\u00e9ricamente enriquecidos, empleando organocat\u00e1lisis.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>S\u00edntesis estereoselectiva de \u00e1cidos b-mercaptocarbox\u00edlicos y b-amino nitrilos<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 S\u00edntesis estereoselectiva de \u00e1cidos b-mercaptocarbox\u00edlicos y b-amino nitrilos <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Pedro Blas Gonzalez Perez <\/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 28\/10\/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>Rosa Lopez Alvarez<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: fernando Aznar gomez <\/li>\n<li>Jos\u00e9 Perez sestelo (vocal)<\/li>\n<li>diego Jos\u00e9 Ram\u00f3n dangla (vocal)<\/li>\n<li>adelina Vallribera mass\u00f3 (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Pedro Blas Gonzalez Perez La presente tesis ha tenido como objetivo desarrollar nuevas metodolog\u00edas asim\u00e9tricas y catal\u00edticas [&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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