{"id":132559,"date":"1996-01-01T00:00:00","date_gmt":"1996-01-01T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/sintesis-de-1-oxaspiro4-4nonanos-polifuncionalizados-y-andirolactona\/"},"modified":"1996-01-01T00:00:00","modified_gmt":"1996-01-01T00:00:00","slug":"sintesis-de-1-oxaspiro4-4nonanos-polifuncionalizados-y-andirolactona","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/sintesis-de-1-oxaspiro4-4nonanos-polifuncionalizados-y-andirolactona\/","title":{"rendered":"Sintesis de 1-oxaspiro(4.4)nonanos polifuncionalizados y (+-)-andirolactona."},"content":{"rendered":"<h2>Tesis doctoral de <strong> Marta Planas Grabuleda <\/strong><\/h2>\n<p>En esta tesis doctoal se han investigado nuevas utas sinteticas de l-oxaspiro (4.4) nonanos polifuncionalizados y ( )-andiolactona a parti de adductos de diels-alder entre 5-metilen-2(5h)-furanona (potoanemonina) y dienos clasicos. A patir de los adductos entre protoanemonina y isopreno, y protoanemonina y (e)-2-metil-1,3-pentadieno se han preparado 7-acetil-8-alcoxicarbonilmetil- l-oxaspiro(4.4)nonan-2-onas, la sintesis de las cuales implica a) reduccion selectiva del doble enlace c-c conjugado; b) ozonolisis del doble enlace c-c persistente; c) condensacion tipo-wittig quimioselectiva, d) addicion de michael intamolecular. Asi mismo, se han preparado 4-metil-6,8- dimetoxicarbonil-l-oxaspiro(4.4)nonan-2-onas a partir de los adductos de diels-alder entre protoanemonina y ciclopentadieno. Se ha seguido el siguiente protocolo: a) addicion conjugada de un organocuprato; b) rotura del doble enlace c-c del anillo norbornenico; c) esterificacion con diazometano de los diacidos obtenidos.  ( )-andirolactona se ha sintetizado a partir del cicloadducto entre protoanemonina y isopreno, siguiendo las rutas siguientes. Ruta a: addicion conjugada de dimetilcuprato de litio, fenilselenacion seguida de -eliminacion. Ruta b: insercion de metileno a traves de cicloaddicion 1,3-dipolar dediazometano y descomposicion termica de la pirazolina formada.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Sintesis de 1-oxaspiro(4.4)nonanos polifuncionalizados y (+-)-andirolactona.<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Sintesis de 1-oxaspiro(4.4)nonanos polifuncionalizados y (+-)-andirolactona. <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Marta Planas Grabuleda <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Girona<\/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>Montserrat Ventura Bargallo<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: Pelayo Camps Garc\u00eda <\/li>\n<li>Albert Moyano Baldoire (vocal)<\/li>\n<li>Albert Virgili Moya (vocal)<\/li>\n<li>Jaume Camps Soler (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Marta Planas Grabuleda En esta tesis doctoal se han investigado nuevas utas sinteticas de l-oxaspiro (4.4) nonanos [&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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