S(N)2' RING-OPENING OF AZIRIDINES BEARING AN ALPHA,BETA-UNSATURATED ESTER GROUP WITH ORGANOCOPPER REAGENTS - A NEW STEREOSELECTIVE SYNTHETIC ROUTE TO (E)-ALKENE DIPEPTIDE ISOSTERES

被引:70
作者
FUJII, N
NAKAI, K
TAMAMURA, H
OTAKA, A
MIMURA, N
MIWA, Y
TAGA, T
YAMAMOTO, Y
IBUKA, T
机构
[1] KYOTO UNIV,GRAD SCH PHARMACEUT SCI,KYOTO 606,JAPAN
[2] TOHOKU UNIV,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 11期
关键词
D O I
10.1039/p19950001359
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regio- and stereo-selective synthesis of (E)-alkene dipeptide isosteres has been successfully achieved by exposing both (E)- and (Z)-N-(4-methylphenyl)sulfonyl-gamma,delta-epimino -alpha,beta-enoates to organocopper reagents at -78 degrees C for 30 min.
引用
收藏
页码:1359 / 1371
页数:13
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