Metallic chalcogenolates mediated modular Michael-aldol cascade reaction: an easy route to multi-functionalized chalcogenides and Morita-Baylis-Hillman adducts


Autoria(s): Sousa, Bruno A.; Keppler, Arthur F.; Gariani, Rogerio A.; Comasseto, Joao V.; Dos Santos, Alcindo A.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

22/08/2013

22/08/2013

2012

Resumo

Chalcogenolate mediated Michael-aldol cascade reactions consists of a very efficient route to multi-functionalized gamma-hydroxichalcogenides. Although, when selenolates are employed, these gamma-hydroxichalcogenides can be readily converted into the corresponding Morita-Baylis-Hillman adducts by oxidative elimination of the selenium moiety. In this context, herein we present a complete study on the scope and limitations of this reaction. (C) 2012 Elsevier Ltd. All rights reserved.

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

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

Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)

Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)

Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)

Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)

Identificador

TETRAHEDRON, OXFORD, v. 68, n. 51, supl. 1, Part 1, pp. 10406-10413, DEC 23, 2012

0040-4020

http://www.producao.usp.br/handle/BDPI/32678

10.1016/j.tet.2012.09.027

http://dx.doi.org/10.1016/j.tet.2012.09.027

Idioma(s)

eng

Publicador

PERGAMON-ELSEVIER SCIENCE LTD

OXFORD

Relação

TETRAHEDRON

Direitos

closedAccess

Copyright PERGAMON-ELSEVIER SCIENCE LTD

Palavras-Chave #MICHAEL-ALDOL #CASCADE REACTION #CHALCOGENS #ORGANOMETALLICS #MORITA-BAYLIS-HILLMAN #GAMMA-BUTYROLACTONES #ORGANIC-SYNTHESIS #TANDEM REACTION #CYCLIZATION #CHEMISTRY #CHEMISTRY, ORGANIC
Tipo

article

original article

publishedVersion