Synthesis of substituted alpha,beta-unsaturated delta-lactones from vinyl tellurides


Autoria(s): OLIVEIRA, Juliana M.; FREITAS, Juliano C. R.; COMASSETO, Joao Valdir; MENEZES, Paulo Henrique
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2011

Resumo

A new approach for the synthesis of alpha,beta-unsaturated delta-lactones, a unit present in many natural products with interesting biological activities is described. The approach was based on the use of a vinyl telluride, and it is complementary to the methods using ring-closing metathesis. The sequence was performed in good overall yield with retention of the Z-double bond geometry. (C) 2011 Elsevier Ltd. All rights reserved.

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

CNPq[471252/2007-7]

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)

CAPES

INCT-INAMI

INCT-INAMI

Identificador

TETRAHEDRON, v.67, n.16, p.3003-3009, 2011

0040-4020

http://producao.usp.br/handle/BDPI/31373

10.1016/j.tet.2011.02.029

http://dx.doi.org/10.1016/j.tet.2011.02.029

Idioma(s)

eng

Publicador

PERGAMON-ELSEVIER SCIENCE LTD

Relação

Tetrahedron

Direitos

restrictedAccess

Copyright PERGAMON-ELSEVIER SCIENCE LTD

Palavras-Chave #Vinyl tellurides #alpha,beta-Unsaturated delta-lactones #Massoialctone #HYDROLYTIC KINETIC RESOLUTION #RING-CLOSING METATHESIS #STEREOSELECTIVE-SYNTHESIS #ORGANIC-SYNTHESIS #TRIISOPROPYLSILYL GROUP #OLEFIN METATHESIS #LIGANDS #ACETYLENES #OXIDATION #CHEMISTRY #Chemistry, Organic
Tipo

article

original article

publishedVersion