{"id":110446,"date":"2018-03-11T10:36:30","date_gmt":"2018-03-11T10:36:30","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/nuevas-metodologa%c2%adas-en-sa%c2%adntesis-organica-sa%c2%adntesis-de-neomarinona-fumaquinona-y-barrenazinas\/"},"modified":"2018-03-11T10:36:30","modified_gmt":"2018-03-11T10:36:30","slug":"nuevas-metodologa%c2%adas-en-sa%c2%adntesis-organica-sa%c2%adntesis-de-neomarinona-fumaquinona-y-barrenazinas","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/organometalicos\/nuevas-metodologa%c2%adas-en-sa%c2%adntesis-organica-sa%c2%adntesis-de-neomarinona-fumaquinona-y-barrenazinas\/","title":{"rendered":"Nuevas metodolog\u00edas en s\u00edntesis org\u00e1nica: s\u00edntesis de neomarinona, fumaquinona y barrenazinas"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Miguel Pe\u00f1a L\u00f3pez <\/strong><\/h2>\n<p>En la presente memoria se ha llevado a cabo la s\u00edntesis de los productos naturales con actividad biol\u00f3gica neomarinona, fumaquinona y barrenazinas, y adem\u00e1s se ha estudiado la reactividad de organomet\u00e1licos de oro(i) en reacciones de acoplamiento cruzado. en el primer cap\u00edtulo de esta tesis doctoral se ha completado la s\u00edntesis de neomarinona, metabolito de origen marino que presenta actividad citot\u00f3xica y antibi\u00f3tica, mediante la aplicaci\u00f3n de una estrategia enantioselectiva y convergente que presenta como etapas clave la generaci\u00f3n de un centro estereog\u00e9nico cuaternario mediante reacci\u00f3n de adici\u00f3n conjugada diastereoselectiva, y la construcci\u00f3n de una naftofuranoquinona mediante reacci\u00f3n de diels-alder regioselectiva. a continuaci\u00f3n se ha descrito por primera vez la s\u00edntesis de fumaquinona, un producto natural con actividad antibi\u00f3tica, a trav\u00e9s de una estrategia sint\u00e9tica vers\u00e1til de tres etapas a partir de un sustrato comercial sencillo como el acetilacetato de etilo. en tercer lugar se ha llevado a cabo la s\u00edntesis de dos alcaloides marinos con moderada actividad citot\u00f3xica denominados barrenazinas a y b. Para ello se ha desarrollado una estrategia enantioselectiva y vers\u00e1til cuyos pasos m\u00e1s destacados consistieron en la generaci\u00f3n del centro estereog\u00e9nico mediante alilaci\u00f3n enantioselectiva de brown seguida de la construcci\u00f3n de un anillo de tetrahidropiridina por reacci\u00f3n de met\u00e1tesis, la s\u00edntesis de una azidocetona a trav\u00e9s de una secuencia de epoxidaci\u00f3n y apertura regioselectiva, la construcci\u00f3n del esqueleto tric\u00edclico mediante reacci\u00f3n de dimerizaci\u00f3n reductora, y la incorporaci\u00f3n de la cadena lateral a trav\u00e9s de una reacci\u00f3n de acoplamiento cruzado catalizada por cobre. finalmente, en esta tesis doctoral se ha estudiado la reacci\u00f3n de acoplamiento cruzado catalizada por paladio de organomet\u00e1licos de oro(i) ar\u00edlicos, alquin\u00edlicos, alquen\u00edlicos y alqu\u00edlicos con electr\u00f3filos org\u00e1nicos de diferente naturaleza como halogenuros ar\u00edlicos y alquen\u00edlicos, bromuro de bencilo, cloruro de benzo\u00edlo, y sustratos al\u00edlicos como los derivados de cinamilo y geranilo.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Nuevas metodolog\u00edas en s\u00edntesis org\u00e1nica: s\u00edntesis de neomarinona, fumaquinona y barrenazinas<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Nuevas metodolog\u00edas en s\u00edntesis org\u00e1nica: s\u00edntesis de neomarinona, fumaquinona y barrenazinas <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Miguel Pe\u00f1a L\u00f3pez <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 A coru\u00f1a<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 20\/07\/2011<\/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>Jose Perez Sestelo<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: Miguel \u00e1ngel Peric\u00ed\u00a0s brondo <\/li>\n<li>Mar\u00eda  del carmen Carre\u00f1o garcia (vocal)<\/li>\n<li>mercedes Amat tus\u00f3n (vocal)<\/li>\n<li>Jos\u00e9 Luis Mascare\u00f1as cid (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Miguel Pe\u00f1a L\u00f3pez En la presente memoria se ha llevado a cabo la s\u00edntesis de los productos [&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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