Au-Catalyzed Synthesis of 5,6-Dihydro-8H-indolizin-7-ones from N-(Pent-2-en-4-ynyl)-β-lactams

被引：33

作者：

Peng, Yu ^{[1
]}

Yu, Meng ^{[1
]}

Zhang, Liming ^{[1
]}

机构：

[1] Univ Nevada, Dept Chem, Reno, NV 89557 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 22期

关键词：

D O I：

10.1021/ol802159v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Au-catalyzed synthesis of 5,6-dihydro-8H-indolizin-7-ones from readily available N-(pent-2-en-4-ynyl)-beta-lactams is developed. In this reaction, a 5-exo-dig cyclization of the beta-lactam nitrogen to the Au-activated C-C triple bond is followed by heterolytic fragmentation of the amide bond, forming a highly nucleophilic acyl cation. An expedient formal synthesis of indolizidine 167B was easily achieved using this new method.

引用

页码：5187 / 5190

页数：4

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