{"id":81393,"date":"2018-03-10T00:05:18","date_gmt":"2018-03-10T00:05:18","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/estudio-de-ciclaciones-estereoselectivas-en-perhidrobenzoxacinas-quirales-sintesis-de-1234-tetrahidroisoquinoleinas-mono-y-disustituidas-enantiomericamente-puras\/"},"modified":"2018-03-10T00:05:18","modified_gmt":"2018-03-10T00:05:18","slug":"estudio-de-ciclaciones-estereoselectivas-en-perhidrobenzoxacinas-quirales-sintesis-de-1234-tetrahidroisoquinoleinas-mono-y-disustituidas-enantiomericamente-puras","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/estudio-de-ciclaciones-estereoselectivas-en-perhidrobenzoxacinas-quirales-sintesis-de-1234-tetrahidroisoquinoleinas-mono-y-disustituidas-enantiomericamente-puras\/","title":{"rendered":"Estudio de ciclaciones estereoselectivas en perhidrobenzoxacinas quirales. sintesis de 1,2,3,4-tetrahidroisoquinoleinas mono- y disustituidas enantiom\u00e9ricamente puras"},"content":{"rendered":"<h2>Tesis doctoral de <strong>  Iglesias Retuerto Jes\u00fas Miguel <\/strong><\/h2>\n<p>El objetivo de la presente tesis doctoral lo constituye la sintesis de 1,2,3,4-tetrahidroisoquinoleinas monosustituidas en las posiciones 1- y en -4, y sus derivados disustituidos en 3,4- y 1,4- enantiomericamente puras.  estos compuestos son de gran interes biologico y farmacologico por sus propiedades, entre las que destaca su posible utilidad en el tratamiento de enfermedades de origen nervioso como el parkinson,y por su abundancia natural, ya que constituyen el grupo mas numeroso de alcaloides naturales.  los derivados 1-sustituidos se obtuvieron por apertura nucleofila intramolecular estereoselectiva de perhidrobenzoxacinas quirales derivadas del (-)-8 aminomentol. la reaccion tuvo lugar de manera estereospecifica, obteniendose en todos los casos un unico diastereometro del derivado de tetrahidroisoquinoleina con configuracion r en el nuevo esterecentro. Los derivados 4-sustituidos se obtuvieron por varias vias:ciclacion radicalaria, ciclacion anionica y reaccion de heck intramolecular. En los dos primeros casos la ciclacion antonica y reaccion de heck intramolecular. En los dos primeros casos la ciclacion condujo con buenos rendimientos y excesos diastereomericos a los compuestos con configuracion r en el nuevo centro quiral, mientras que la reaccion deheck condujo mayoritariamente a los diastereomeros con configuracion s.  la apertura con nucleofilos de los adultos de ciclacion condujo de manera estereospecifica a los derivados 1,4- y 3,4-disustituidos con configuracion s en el nuevo estereocentro en ambos casos. Las amina enantiomericamente puras se obtuvieron finalmente tras la eliminacion del auxiliar quiral.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Estudio de ciclaciones estereoselectivas en perhidrobenzoxacinas quirales. sintesis de 1,2,3,4-tetrahidroisoquinoleinas mono- y disustituidas enantiom\u00e9ricamente puras<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Estudio de ciclaciones estereoselectivas en perhidrobenzoxacinas quirales. sintesis de 1,2,3,4-tetrahidroisoquinoleinas mono- y disustituidas enantiom\u00e9ricamente puras <\/li>\n<li><strong>Autor:<\/strong>\u00a0  Iglesias Retuerto Jes\u00fas Miguel <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Valladolid<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 26\/11\/1999<\/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>Rafael Pedrosa Saez<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: \u00e1ngel Alberola figueroa <\/li>\n<li>Antonio  m. Echavarren pablos (vocal)<\/li>\n<li>Jos\u00e9 Manuel Saa rodriguez (vocal)<\/li>\n<li>mateo Alajarin ceron (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Iglesias Retuerto Jes\u00fas Miguel El objetivo de la presente tesis doctoral lo constituye la sintesis de 1,2,3,4-tetrahidroisoquinoleinas [&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 center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-gradient":""}},"footnotes":""},"categories":[239,17,416,12451],"tags":[12533,1384,173692,1415,8566,12840],"class_list":["post-81393","post","type-post","status-publish","format-standard","hentry","category-mecanismos-de-las-reacciones-organicas","category-quimica","category-quimica-organica","category-valladolid","tag-angel-alberola-figueroa","tag-antonio-m-echavarren-pablos","tag-iglesias-retuerto-jesus-miguel","tag-jose-manuel-saa-rodriguez","tag-mateo-alajarin-ceron","tag-rafael-pedrosa-saez"],"_links":{"self":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/81393","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/comments?post=81393"}],"version-history":[{"count":0,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/81393\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/media?parent=81393"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/categories?post=81393"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/tags?post=81393"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}