{"id":60335,"date":"2007-05-09T00:00:00","date_gmt":"2007-05-09T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/nn-dialquilhidrazonas-como-iminas-n-dialquilamino-sustituidas-aplicaciones-en-reacciones-de-tipo-staudinger-y-strecker\/"},"modified":"2007-05-09T00:00:00","modified_gmt":"2007-05-09T00:00:00","slug":"nn-dialquilhidrazonas-como-iminas-n-dialquilamino-sustituidas-aplicaciones-en-reacciones-de-tipo-staudinger-y-strecker","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/nn-dialquilhidrazonas-como-iminas-n-dialquilamino-sustituidas-aplicaciones-en-reacciones-de-tipo-staudinger-y-strecker\/","title":{"rendered":"\u00abn,n-dialquilhidrazonas como iminas n-dialquilamino sustituidas. aplicaciones en reacciones de tipo staudinger y strecker\u00bb"},"content":{"rendered":"<h2>Tesis doctoral de <strong> M\u00aa Eugenia Marqu\u00e9s L\u00f3pez <\/strong><\/h2>\n<p>Cap\u00edtulo i: se ha desarrollado una metodolog\u00eda de s\u00edntesis diastereoselectiva de 4-alquil-3-aminoazetidin-2-onas consistente tan s\u00f3lo en dos etapas: (1) cicloadici\u00f3n [2+2] entre n,n-dialquilhidrazonas quirales de aldeh\u00eddos alif\u00e1ticos y aminocetenas y (2) eliminaci\u00f3n del auxiliar quiral mediante rotura oxidante del enlace n-n con per\u00e1cidos de las n-dialquilamino-b-lactamas resultantes. estudios computacionales realizados apoyan un mecanismo tipo staudinger para esta reacci\u00f3n de cicloadici\u00f3n [2+2]. se puede elegir la configuraci\u00f3n relativa de las b-lactamas obtenidas modificando la temperratura de reacci\u00f3n. Cabe resaltar que la selectividad trans observada a altas temperaturas es un complemento de los m\u00e9todos existentes de cicloadici\u00f3n esterocontrolada de iminas alif\u00e1ticas a cetenas, que conducen a los derivados cis. La disponibilidad de los dos enanti\u00f3meros del auxiliar quiral empleado incrementa la potencialidad de esta metodolog\u00eda, ya que permite la obtenci\u00f3n de los cicloaductos con la configuraci\u00f3n absoluta deseada. la apertura del heterociclo de los productos sintetizados conduce a los correspondientes a,b-diamino\u00e1cidos, componentes de diversos compuestos de inter\u00e9s biol\u00f3gico. cap\u00edtulo ii: las n,n-dialquilhidrazonas presentan una reactividad electrof\u00edlica que permite su utilizaci\u00f3n como sustratos en reacciones tipo strecker. se ha desarrollado una versi\u00f3n altamente diastereoselectiva empleando n,n-dialquilhidrazonas alif\u00e1ticas derivadas de la (2s,5s)-2,5-difenilpirrolidina como auxiliar quiral. adem\u00e1s, se ha llevado a cabo el proceso de adici\u00f3n de cianuro a n,n-dialquilhidrazonas alif\u00e1ticas empleando tioureas aquirales como organocatalizadores, origin\u00e1ndose los productos de cianaci\u00f3n con excelentes rendimientos. por \u00faltimo, se ha realizado la primera reacci\u00f3n tipo strecker en agua, sin necesidad de codisolventes ni catalizadores, obteni\u00e9ndose los productos puros con rendimientos cuantitavos, en tiempos cortos de reacci<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>\u00abn,n-dialquilhidrazonas como iminas n-dialquilamino sustituidas. aplicaciones en reacciones de tipo staudinger y strecker\u00bb<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 \u00abn,n-dialquilhidrazonas como iminas n-dialquilamino sustituidas. aplicaciones en reacciones de tipo staudinger y strecker\u00bb <\/li>\n<li><strong>Autor:<\/strong>\u00a0 M\u00aa Eugenia Marqu\u00e9s L\u00f3pez <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Sevilla<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 05\/09\/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>Rosario Fernandez Fernandez<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: rafael Suau suarez <\/li>\n<li>Marta Figueredo galimany (vocal)<\/li>\n<li> Bad\u00eda urrestarazu M\u00aa dolores (vocal)<\/li>\n<li>eleuterio \u00e1lvarez gonz\u00e1lez (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de M\u00aa Eugenia Marqu\u00e9s L\u00f3pez Cap\u00edtulo i: se ha desarrollado una metodolog\u00eda de s\u00edntesis diastereoselectiva de 4-alquil-3-aminoazetidin-2-onas consistente [&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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