{"id":36495,"date":"1998-01-01T00:00:00","date_gmt":"1998-01-01T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/sintesis-enantio-selectiva-de-productos-naturales-la-2r-3s6r-decarestrictina-l-y-la-cadena-c1-c18-de-la-bistramida-k\/"},"modified":"1998-01-01T00:00:00","modified_gmt":"1998-01-01T00:00:00","slug":"sintesis-enantio-selectiva-de-productos-naturales-la-2r-3s6r-decarestrictina-l-y-la-cadena-c1-c18-de-la-bistramida-k","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica\/sintesis-enantio-selectiva-de-productos-naturales-la-2r-3s6r-decarestrictina-l-y-la-cadena-c1-c18-de-la-bistramida-k\/","title":{"rendered":"Sintesis enantio selectiva de productos naturales: la(+)-(2r, 3s,6r)- decarestrictina l y la cadena c1-c18 de la bistramida k."},"content":{"rendered":"<h2>Tesis doctoral de <strong>  Arce Dubois Eva M. <\/strong><\/h2>\n<p>El trabajo descrito en esta memoria concierne la s\u00edntesis enantioselectiva de productos naturales con actividad farmacol\u00f3gica.  la primera parte est\u00e1 constitu\u00edda por la s\u00edntesis de la (+)-(2r,3s,6r)-decarestrictina l. Para ello, se ha llevado a cabo un estudio de reducci\u00f3n de alfa-hidroxicetonas con el objetivo de obtener dioles-1,2 diastereoisom\u00e9ricamente puros. Dicha metodolog\u00eda ha sido aplicada a la s\u00edntesis de la (+)-(2r, 3s, 6r)-decarestrictina l. As\u00ed, esta mol\u00e9cula natural, inhibidora de la bios\u00edntesis del colesterol, ha sido sintetizada a partir del \u00e1cido (-)-(s)-m\u00e1lico y del (+)-(r)-lactato de i-butilo con un rendimiento global de 22% y una enantioselectividad superior al 95%.  en la segunda parte, hemos abordado por primera vez la s\u00edntesis de la cadena c1-c18 de la bistramida k, mol\u00e9cula natural que posee actividad antitumoral vis a vis de los carcinomas bronco-pulmonares. La s\u00edntesis convergente de esta cadena polihidroxilada c1-c18 ha sido prevista a partir de tres fragmentos c1-c6,c7-c13 y c14-c18. La s\u00edntesis del \u00e1cido (2r, 3r)-4-amino-3-hidroxi-2-metilbutanoico (fragmento c14-c18) y del (3r)-3-(t-butil- dimetilsililoxi)-4-al-butanoato de etilo (precursor del fragmento c1-c6) han sido efectuadas a partir de un mismo producto, el 4-cloro- 3-oxo-butanoato de etilo. Por otra parte, hemos sintetizado la (2r,3s)-3-hidroxi-2-metil- delta-valerolactona, precursor de la s\u00edntesis del fragmento c7-c13 de la bistramida k. Para ello, hemos puesto a punto la condensaci\u00f3n ald\u00f3lica entre el (-)-((s)s)-p-tolilsulfinilacetato de t-butilo y el 3-benziloxipropanal.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Sintesis enantio selectiva de productos naturales: la(+)-(2r, 3s,6r)- decarestrictina l y la cadena c1-c18 de la bistramida k.<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Sintesis enantio selectiva de productos naturales: la(+)-(2r, 3s,6r)- decarestrictina l y la cadena c1-c18 de la bistramida k. <\/li>\n<li><strong>Autor:<\/strong>\u00a0  Arce Dubois Eva M. <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Aut\u00f3noma de Madrid<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 01\/01\/1998<\/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>Carmen Carre\u00f1o<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: Henri Callot <\/li>\n<li>Jos\u00e9 Font (vocal)<\/li>\n<li>Patrick Pale (vocal)<\/li>\n<li>Claudio Palomo Nicolau (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Arce Dubois Eva M. El trabajo descrito en esta memoria concierne la s\u00edntesis enantioselectiva de productos naturales [&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":[17,6826,416,32692],"tags":[96583,96584,3064,96585,96586,96587],"class_list":["post-36495","post","type-post","status-publish","format-standard","hentry","category-quimica","category-quimica-de-organosulfurados","category-quimica-organica","category-sintesis-y-estructura-de-productos-naturales","tag-arce-dubois-eva-m","tag-carmen-carreno","tag-claudio-palomo-nicolau","tag-henri-callot","tag-jose-font","tag-patrick-pale"],"_links":{"self":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/36495","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=36495"}],"version-history":[{"count":0,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/posts\/36495\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/media?parent=36495"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/categories?post=36495"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.deberes.net\/tesis\/wp-json\/wp\/v2\/tags?post=36495"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}