Enantioselective Synthesis of &#945;-exo-Methylene Î³-Butyrolactones via Chromium Catalysis.

Chen, Weiqiang; Yang, Qin; Zhou, Tian; Tian, Qingshan; Zhang, Guozhu

Enantioselective Synthesis of α-exo-Methylene Î³-Butyrolactones via Chromium Catalysis.

Chen, Weiqiang; Yang, Qin; Zhou, Tian; Tian, Qingshan; Zhang, Guozhu.

Afiliação

Chen W; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P. R. China.
Yang Q; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P. R. China.
Zhou T; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P. R. China.
Tian Q; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P. R. China.
Zhang G; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, P. R. China.

Org Lett ; 17(21): 5236-9, 2015 Nov 06.

Article em En | MEDLINE | ID: mdl-26496023

ABSTRACT

ABSTRACT

Enantioenriched α-exo-methylene Î³-butyrolactones have been obtained via a two-step sequence consisting of a highly enantioselective chromium-catalyzed carbonyl 2-(alkoxycarbonyl)allylation and lactonization. A variety of functional groups are compatible under the mild reaction conditions. The synthetic utility of this methodology was demonstrated by two short derivatization transformations and the enantioselective synthesis of (+)-methylenolactocin.

Assuntos

4-Butirolactona/análogos & derivados; 4-Butirolactona/síntese química; 4-Butirolactona/química; Catálise; Cromo/química; Lactonas/síntese química; Lactonas/química; Estrutura Molecular; Compostos Organometálicos/química; Estereoisomerismo

Texto completo

Adicionar na Minha BVS

Imprimir

XML

PubMed Links

Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: 4-Butirolactona Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2015 Tipo de documento: Article

Texto completo

Adicionar na Minha BVS

Imprimir

XML

PubMed Links

Buscar no Google