{"id":23272,"date":"2003-03-06T00:00:00","date_gmt":"2003-03-06T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/sa%c2%adntesis-asimetrica-de-carbociclos-de-tamano-medio\/"},"modified":"2003-03-06T00:00:00","modified_gmt":"2003-03-06T00:00:00","slug":"sa%c2%adntesis-asimetrica-de-carbociclos-de-tamano-medio","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/sa%c2%adntesis-asimetrica-de-carbociclos-de-tamano-medio\/","title":{"rendered":"S\u00edntesis asim\u00e9trica de carbociclos de tama\u00f1o medio"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Fernando Jos\u00e9 Lopez Garcia <\/strong><\/h2>\n<p>Una gran cantidad de productos naturales y derivados de inter\u00e9s biol\u00f3gico y medico poseen como elemento clave en su estructura un carbociclo de tama\u00f1o medio (7, 8 \u00f3 9 miembros). A pesar de la importancia de muchos de estos compuestos, los m\u00e9todos disponibles en la actualidad para la preparaci\u00f3n de estos ciclos son bastante escasos, sobre todo de forma enantiopura. por estas razones, el objetivo del trabajo de tesis consisti\u00f3 el desarrollo de nuevas rutas para construir de forma vers\u00e1til y asim\u00e9trica carbocilos de tama\u00f1o medio altamente funcionalizados.  la memoria de tesis se estructur\u00f3 en dos partes:  parte 1: s\u00edntesis asim\u00e9trica de sistemas ciclohept\u00e1nicos mediante estrategias de cicloadici\u00f3n (5c+2c):  se investigaron y desarrollaron diferentes versiones asim\u00e9tricas de la reacci\u00f3n de cicloadici\u00f3n t\u00e9rmicas (5c+2c) entre b-alcoxi-g-pironas y alquenos para acceder a sistemas ciclohept\u00e1nicos enantiopuros altamente funcionalizados.  principalmente, cabe destacar las cicloadiciones intramoleculares pironas y olefinas que incorporan un grupo p-tolilsulfinilo o sulfonimidoilo como auxiliar quiral. La cicloadici\u00f3n de estos precursores dio lugar a elevados niveles de diastereoselectividad facial. Esta estrategia se aplic\u00f3 a la s\u00edntesis del alcaloide \u00e1cido (+)-nemor\u00e9nsico.  parte 2: s\u00edntesis asim\u00e9trica de carbociclos de 8 y 9 miembros:  se desarroll\u00f3 una nueva estrategia basada en el empleo de manera combinada de reacciones sencillas, catal\u00edticas y asim\u00e9tricas. En concreto, haciendo uso de una reducci\u00f3n enantioselectiva de cetonas a,b-acetil\u00e9nicas, de un acoplamiento alqueno-alquino, (ambos procesos catalizados por complejos de rutenio) y de una ciclaci\u00f3n tipo prins promovida por \u00e1cidos de lewis, se sintetizaron de una manera r\u00e1pida y econ\u00f3mica desde el punto de vista at\u00f3mico, sistemas oxac\u00edclicos enantiopuros que contienen carbocilos de 8 y 9 miembros.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>S\u00edntesis asim\u00e9trica de carbociclos de tama\u00f1o medio<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 S\u00edntesis asim\u00e9trica de carbociclos de tama\u00f1o medio <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Fernando Jos\u00e9 Lopez Garcia <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Santiago de compostela<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 03\/06\/2003<\/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>Jos\u00e9 Luis Mascare\u00f1as Cid<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal:  Garc\u00eda urano Jos\u00e9 Luis <\/li>\n<li>Miguel \u00e1ngel Peric\u00ed\u00a0s brondo (vocal)<\/li>\n<li>Miguel Tom\u00e1s lardi\u00e9s (vocal)<\/li>\n<li>carmen N\u00e1jera dom\u00ednguez (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Fernando Jos\u00e9 Lopez Garcia Una gran cantidad de productos naturales y derivados de inter\u00e9s biol\u00f3gico y medico [&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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