RT info:eu-repo/semantics/doctoralThesis
T1 Nuevas estrategias sintéticas orientadas a la obtención de fragmentos estructurales presentes en productos naturales
A1 Álvarez-Méndez, Sergio J.
AB This thesis focuses on the development of new synthetic strategies oriented to theobtaining of structural moieties found in natural products. Concretely, several oxygenatedscaffolds have been deeply studied throughout different research lines. Firstly, a general androbust method for the synthesis of valuable vinyl ether was developed, and those structureswere submitted to several transformations to achieve a varied family of derivatives. Secondly,the first total syntheses of natural products 2,6-(Z,E)-thymifodioic acid and bioactive2,6-(E,E)-thymifodioic acid, as well as their two non-naturally occurring stereoisomers andtheir four dimethyl diester, was achieved. Thirdly, it was developed the first general method forthe synthesis of treasured 2,3,4,5,6-pentasubstituted tetrahydropyrans; those structures wereobtained, via a novel Evans Aldol-Prins (EAP) strategy, with good yields, excellentdiastereoselectivities and allowing the introduction of a panoply of substituents andstereochemical patterns. Last but not least, several epoxy alcohols analogues to those found innatural products 15,16-epoxythyrsiferols A and B were synthesized, and also a battery of2,4-disubstituted butenolides was prepared, employing in both cases methodologies developedby Sharpless.
YR 2016
FD 2016
LK http://riull.ull.es/xmlui/handle/915/19250
UL http://riull.ull.es/xmlui/handle/915/19250
LA es
DS Repositorio institucional de la Universidad de La Laguna
RD 19-abr-2024