Synthesis of homoallylic oxygenated alpha-methylene-gamma-butyrolactones: a model for preparing biologically active natural lactones


Autoria(s): SASS, Daiane Cristina; OLIVEIRA, Kleber Thiago de; CONSTANTINO, Mauricio Gomes
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

19/10/2012

19/10/2012

2008

Resumo

In this Letter we describe a 12% overall yield synthesis of a model for homoallylic oxygenated alpha-methylene-gamma-butyrolactones with relative stereochemistry defined by selective hydrogenation with Rh/Al(2)O(3). The synthesis was realized in 9 steps involving simple reactions. (C) 2008 Elsevier Ltd. All rights reserved.

Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP)

Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)

Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)

Financiadora de Estudos e Projetos (FINEP)

Identificador

TETRAHEDRON LETTERS, v.49, n.40, p.5770-5772, 2008

0040-4039

http://producao.usp.br/handle/BDPI/20734

10.1016/j.tetlet.2008.07.099

http://dx.doi.org/10.1016/j.tetlet.2008.07.099

Idioma(s)

eng

Publicador

PERGAMON-ELSEVIER SCIENCE LTD

Relação

Tetrahedron Letters

Direitos

closedAccess

Copyright PERGAMON-ELSEVIER SCIENCE LTD

Palavras-Chave #synthesis #natural products #alpha-methylene-gamma-butyrolactones #NF-KAPPA-B #ENANTIOSELECTIVE TOTAL-SYNTHESIS #SESQUITERPENE LACTONES #STEREOSELECTIVE-SYNTHESIS #NEURAL-NETWORKS #1,10-SECO-EUDESMANOLIDES #EXPRESSION #ERIOLANIN #Chemistry, Organic
Tipo

article

original article

publishedVersion