Studies towards the synthesis of (+)-ptilomycalin A; Stereoselective N-acyliminium ion coupling reactions to enantiopure C-2 substituted lactams

被引：54

作者：

Louwrier, S ^{[1
]}

Ostendorf, M ^{[1
]}

Boom, A ^{[1
]}

Hiemstra, H ^{[1
]}

Speckamp, WN ^{[1
]}

机构：

[1] UNIV AMSTERDAM, ORGAN CHEM LAB, AMSTERDAM INST MOLEC STUDIES, 1018 WS AMSTERDAM, NETHERLANDS

来源：

TETRAHEDRON | 1996年 / 52卷 / 07期

关键词：

D O I：

10.1016/0040-4020(95)01085-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly stereoselective N-acyliminium ion coupling reactions of beta-ketoester derived silyl enol ethers with enantiopure lactams derived from (S)-malic acid are reported. This reaction type is applied in the synthesis of the enantiopure C-2 substituted lactam 27, a plausible intermediate in a projected synthesis of ptilomycalin A.

引用

页码：2603 / 2628

页数：26

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