{"id":56790,"date":"2018-03-09T22:44:37","date_gmt":"2018-03-09T22:44:37","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/nuevas-aplicaciones-de-las-cicloadiciones-42-1-sa%c2%adntesis-asimetrica-de-7-helicenoquinonas-2-desaromatizacion-de-p-alquilfenoles-con-oxono\/"},"modified":"2018-03-09T22:44:37","modified_gmt":"2018-03-09T22:44:37","slug":"nuevas-aplicaciones-de-las-cicloadiciones-42-1-sa%c2%adntesis-asimetrica-de-7-helicenoquinonas-2-desaromatizacion-de-p-alquilfenoles-con-oxono","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica-organica\/nuevas-aplicaciones-de-las-cicloadiciones-42-1-sa%c2%adntesis-asimetrica-de-7-helicenoquinonas-2-desaromatizacion-de-p-alquilfenoles-con-oxono\/","title":{"rendered":"Nuevas aplicaciones de las cicloadiciones (4+2): 1,-s\u00edntesis asim\u00e9trica de (7) helicenoquinonas. 2,- desaromatizaci\u00f3n de p-alquilfenoles con oxono"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Marcos Gonz\u00e1lez L\u00f3pez <\/strong><\/h2>\n<p>1,- s\u00edntesis asim\u00e9trica de (7)helicenobisquinonas  1.1,- s\u00edntesis de bisdienos.  1.2,- reacciones de diels-alder con (ss)-(p-tolilsulfinil)-1,4-benzoquinona: obtenci\u00f3n de (7)helicenobisquinonas enantiom\u00e9ricamente puras.     tras haberse sintetizado los bisdienos, se llevaron a cabo las reacciones de diels-alder con (ss)-2-(p-tolilsufini)-1,4-benzoquinona. la posterior aromatizaci\u00f3n de los anillos hidroarom\u00e1ticos b y f se llevo a cabo con diferentes oxidantes, pudiendo obtenerse ambos enanatiomeros de la tetrahidro(7)helicenobisquinona. el empleo de bisdienos adecuadamente sustituidos permiti\u00f3 acceder al esqueleto de tetrahidro(7)helicenobisquinona en un \u00fanico paso de s\u00edntesis.  2,- s\u00edntesis de p-peroxiquinoles y p-quinoles  2.1,- s\u00edntesis de p-peroxiquinoles y p-quinoles.     en este segundo cap\u00edtulo de la tesis doctoral se ha puesto a punto un m\u00e9todo de s\u00edntesis de para-peroxiquinoles mediante desaromatizaci\u00f3n oxidante de para-alquilquinoles emple\u00e1ndose el reactivo comercial oxono como fuente de ox\u00edgeno singlete. As\u00ed mismo, es posible acceder a los correspondientes para-quinoles en un solo paso de s\u00edntesis mediante reducci\u00f3n in situ de los para-peroxiquinoles sintetizados emple\u00e1ndose na2s2o3 como agente reductor.  2.2,- s\u00edntesis de epoziquinoles a partir de p-peroxiquinoles.     habi\u00e9ndose  puesto a punto un m\u00e9todo que permita acceder a gran variedad de p-peroxiquinoles con buenos rendimientos, nos propusimos llevar a cabo la s\u00edntesis de epoxiquinoles a partir de algunos de los p-peroxiquinoles sintetizados. Las condiciones \u00f3ptimas encontradas consistieron en el empleo de una cantidad catal\u00edtica de triton b, emple\u00e1ndose diclorometano como disolvente. dada la tendencia de estos p-peroxiquinoles a ciclarse en medio \u00e1cido, se abord\u00f3 la s\u00edntesis de los correspondientes ep\u00f3xidos en una sola etapa de reacci\u00f3n mediante una secuencia que implicase una primera ciclaci\u00f3n en medio \u00e1cido y posterior ciclaci\u00f3n hacia los ep<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Nuevas aplicaciones de las cicloadiciones (4+2): 1,-s\u00edntesis asim\u00e9trica de (7) helicenoquinonas. 2,- desaromatizaci\u00f3n de p-alquilfenoles con oxono<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Nuevas aplicaciones de las cicloadiciones (4+2): 1,-s\u00edntesis asim\u00e9trica de (7) helicenoquinonas. 2,- desaromatizaci\u00f3n de p-alquilfenoles con oxono <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Marcos Gonz\u00e1lez L\u00f3pez <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Aut\u00f3noma de Madrid<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 26\/01\/2007<\/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  Del Carmen Carre\u00f1o Garcia<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: jose Elguero bertollini <\/li>\n<li> Rodr\u00edguez de lara \u00e1ngel (vocal)<\/li>\n<li>esther Dominguez perez (vocal)<\/li>\n<li>Jos\u00e9 Manuel Concell\u00f3n gracia (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Marcos Gonz\u00e1lez L\u00f3pez 1,- s\u00edntesis asim\u00e9trica de (7)helicenobisquinonas 1.1,- s\u00edntesis de bisdienos. 1.2,- reacciones de diels-alder con [&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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