RUTHENIUM-CATALYZED HYDRATION OF NITRILES AND TRANSFORMATION OF DELTA-KETONITRILES TO ENE-LACTAMS - TOTAL SYNTHESIS OF (-)-PUMILIOTOXIN-C

被引:88
作者
MURAHASHI, SI
SASAO, S
SAITO, E
NAOTA, T
机构
[1] Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka, Osaka, 560, Machikaneyama
关键词
D O I
10.1016/S0040-4020(01)81902-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydration of nitriles with 1-2 equivalents of water can be performed efficiently by using RuH2(PPh3)4 catalyst to give the corresponding amides. Under the similar reaction conditions, delta-ketonitriles can be converted into the corresponding ene-lactams, which are versatile synthetic intermediates. The efficiency of the reaction is demonstrated by the short-step synthesis of (-)-pumiliotoxin C.
引用
收藏
页码:8805 / 8826
页数:22
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