PEPTIDOMIMETIC SYNTHESIS - UTILIZATION OF N-ACYLIMINIUM ION CYCLIZATION CHEMISTRY IN THE GENERATION OF 7,6-FUSED AND 7,5-FUSED BICYCLIC LACTAMS

被引:64
作者
ROBL, JA
机构
[1] Bristol-Myers Squibb, Pharmaceutical Research Institute P. O., Princeton, NJ 08450-4000
关键词
D O I
10.1016/0040-4039(94)85062-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method for the stereoselective generation of 7,6- and 7,5-fused bicyclic lactams of type 1 has been developed. The key step involves intramolecular N-acyliminium ion cyclization of N-acyl enamine 2 to generate the core bicyclic framework. Lactams of type 1 may be viewed as conformationally restricted mimics of alanyl proline.
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页码:393 / 396
页数:4
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