Stereocontrolled elaboration of quaternary carbon centers involving the asymmetric Michael-type alkylation of chiral imines: An efficient enantioselective access to (+)-vincamine

被引：21

作者：

Alves, JCF

Simas, ABC

Costa, PRR

dAngelo, J

机构：

[1] UNIV FED RIO DE JANEIRO,NUCLEO PESQUISA PROD NAT,CTR CIENCIAS SAUDE,BR-21941590 RIO JANEIRO,BRAZIL

[2] UNIV PARIS SUD,UNITE CHIM ORGAN,CNRS,CTR ETUD PHARMACEUT,F-92296 CHATENAY MALABR,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(97)00210-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Michael adduct (S)-5b, resulting from the condensation of chiral imine 4 with methyl acrylate, was transformed in two steps into lactone (S)-8b. Tryptamine-induced ring-opening of this lactone gave 9, which was finally converted in three steps into the key tricyclic derivative (S)-11b, a known precursor of (+)-vincamine 1. (C) 1997 Published by Elsevier Science Ltd.

引用

页码：1963 / 1966

页数：4

共 20 条

[1]

[Anonymous], [No title captured]

[2] FORMAL SYNTHESIS OF (-)-VALLESAMIDINE A 2,2,3-TRIALKYLINDOLINE ALKALOID [J].