Conformationally constrained dipeptides.: Obtention of enantiomerically pure 6-acetamido-5-oxo-1,2,3,5,6,7-hexahydro-3-indolizine carboxylic acid

被引:9
作者
Millet, R
Meulon, E
Goossens, L
Houssin, R
Hénichart, JP
Rigo, B
机构
[1] Univ Lille 2, Inst Chim Pharmaceut Albert Lespagnol, F-59006 Lille, France
[2] Ecole Hautes Etud Ind, Lab Ingn Mol, F-59046 Lille, France
关键词
D O I
10.1002/jhet.5570370613
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The separation of a stereoisomeric mixture of esters 6, and the synthesis of the new enantiomerically pure unsaturated 6,5-fused bicyclic lactam 2 are described. The key-step involves trimethylsilyl iodide cleavage, without racemization, of a vinylogous carbamate. The cis N-acetylamino acid 2 is a new scaffold for the synthesis of rigid beta -turn mimetics.
引用
收藏
页码:1491 / 1494
页数:4
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