SYNTHESIS OF 6,5-FUSED BICYCLIC LACTAMS AS POTENTIAL DIPEPTIDE BETA-TURN MIMETICS

被引:50
作者
MUELLER, R [1 ]
REVESZ, L [1 ]
机构
[1] SANDOZ RES INST BERNE,CH-3007 BERN,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)73120-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first short synthesis of the dipeptide mimetic (3S,6S,9S)-6-amino-5-oxoindolizidine-3-carboxylic acid 1 and its Z-protected derivative 9 is described, employing the Schoellkopf bislactim-ether methodology, followed by a highly specific intramolecular reductive amination and spontaneous lactamization. These 6,5-fused bicyclic lactams may be viewed as conformationally restricted alanyl-proline beta-turn mimetics.
引用
收藏
页码:4091 / 4092
页数:2
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