{"id":26680,"date":"2003-06-11T00:00:00","date_gmt":"2003-06-11T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/la-transposicion-de-wagner-meerwein-en-derivados-de-alcanfor-y-fencona-aplicacion-en-la-sa%c2%adntesis-de-agentes-de-transferencia-de-quiralidad\/"},"modified":"2003-06-11T00:00:00","modified_gmt":"2003-06-11T00:00:00","slug":"la-transposicion-de-wagner-meerwein-en-derivados-de-alcanfor-y-fencona-aplicacion-en-la-sa%c2%adntesis-de-agentes-de-transferencia-de-quiralidad","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/nacional-de-educacion-a-distancia\/la-transposicion-de-wagner-meerwein-en-derivados-de-alcanfor-y-fencona-aplicacion-en-la-sa%c2%adntesis-de-agentes-de-transferencia-de-quiralidad\/","title":{"rendered":"La transposici\u00f3n de wagner-meerwein en derivados de alcanfor y fencona: aplicaci\u00f3n en la s\u00edntesis de agentes de transferencia de quiralidad"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Beatriz Lora Maroto <\/strong><\/h2>\n<p>Dada la importancia que presentan los derivados de alcanfor y fencona en s\u00edntesis estereoselectiva, en esta tesis se han desarrollado procedimientos sint\u00e9ticos para la preparaci\u00f3n enantioespec\u00edfica de nuevos e interesantes derivados de dichos terpenos, de dif\u00edcil acceso por rutas sint\u00e9ticas convencionales. as\u00ed, se han preparado valiosos intermedios quirales con sustituyentes tales como -oh, br s(ii), y se(ii) en la posici\u00f3n c(10) de alcanfor y fencona y c(7) de fencona. Asimismo, se ha descrito el primer ejemplo de la adici\u00f3n regioselectiva de la sal de eschenmoser a una olefina no conjugada, obteni\u00e9ndose *-aminonorbornanonas con excelentes rendimientos. Adicionalmente, se ha llevado a cabo un estudio acerca de los requisitos electr\u00f3nicos tanto del sustrato como del reactivo en la reacci\u00f3n anteriormente mencionada.  las *-aminonorbornanonas son excelentes precursores de *-aminonorbornanoles quirales diferentemente sustituidos en la posici\u00f3n c(2), los cuales se han ensayado como ligandos en la adici\u00f3n de dietilzinc a benzaldeh\u00eddo, permitiendo realizar un interesante estudio sobre la influencia de la estructura de ligando en su capacidad catal\u00edtica. Dichas aminonorbornanonas se han utilizado, adem\u00e1s, para la s\u00edntesis de 10-metilenalcanfor, intermedio clave en la preparaci\u00f3n del taxol, f\u00e1rmaco utilizado como agente quimioterap\u00e9utico. la misma metodolog\u00eda ha permitido obtener 10-metilenfencona que puede resultar interesante para la s\u00edntesis de otros taxoides modificados en el anillo b.  algunos de los derivados sintetizados, en condiciones adecuadas, experimentan fragmentaci\u00f3n del enlace c(1)-c(2) o c(2)-c(3) del anillo norborn\u00e1nico lo que ha permitido la obtenci\u00f3n de nuevos e interesantes \u00e1cidos ciclopent\u00e1nicos. as\u00ed, se hapreparado el \u00e1cido (1r,2s)-2-clorometil-3-oxociclopentanocarbox\u00edlico, precursor inmediato del antibi\u00f3tico y antitumoral sarcomicina.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>La transposici\u00f3n de wagner-meerwein en derivados de alcanfor y fencona: aplicaci\u00f3n en la s\u00edntesis de agentes de transferencia de quiralidad<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 La transposici\u00f3n de wagner-meerwein en derivados de alcanfor y fencona: aplicaci\u00f3n en la s\u00edntesis de agentes de transferencia de quiralidad <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Beatriz Lora Maroto <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Nacional de educaci\u00f3n a distancia<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 06\/11\/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>Amelia Garc\u00eda Fraile<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: paloma Ballesteros Garc\u00eda <\/li>\n<li>joaquin Plumet ortega (vocal)<\/li>\n<li>Luis Castedo exposito (vocal)<\/li>\n<li>Antonio Herrera fern\u00e1ndez (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Beatriz Lora Maroto Dada la importancia que presentan los derivados de alcanfor y fencona en s\u00edntesis estereoselectiva, [&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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