Enantiopure bicyclic piperidinones: stereoselectivity in lactam enolate alkylations

被引：16

作者：

Brewster, AG

Broady, S

Davies, CE

Heightman, TD

Hermitage, SA

Hughes, M

Moloney, MG

Woods, G

机构：

[1] Univ Oxford, Dyson Perrins Lab, Dept Chem, Oxford OX1 3QY, England

[2] AstraZeneca, Macclesfield SK10 4TG, Cheshire, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 07期

关键词：

D O I：

10.1039/b316037h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and alkylation of [4.3.0]-bicyclic lactams, derived from 6-oxopipecolic acid, have been investigated. Alkylation can proceed with predominantly exo-diastereoselectivity, but the efficiency of this process depends on the substitution at the hemiaminal ether system. These products can be readily deprotected to give substituted hydroxymethyl lactams in good yield.

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页码：1031 / 1043

页数：13

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