ASYMMETRIC-SYNTHESIS .33. DIASTEREOSELECTIVE ALKYLATION OF N,N-SUBSTITUTED AMIDES

被引:12
作者
MICOUIN, L
SCHANEN, V
RICHE, C
CHIARONI, A
QUIRION, JC
HUSSON, HP
机构
[1] UNIV PARIS 05,FAC SCI PHARMACEUT & BIOL,CNRS,CHIM THERAPEUT LAB,F-75270 PARIS 06,FRANCE
[2] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
关键词
ASYMMETRIC SYNTHESIS; DIASTEREOSELECTIVE ALKYLATION OF AMIDES; PHENYLGLYCINOL DERIVATIVES;
D O I
10.1016/0040-4039(94)85366-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of alpha-substituted amides 3 and 7-9 has been synthesized in enantiometrically pure form by diastereoselective alkylation of N-alkyl phenglyglycinol amides 2 and 4-6 respectively. A rigid amide enolate has been postulated to explain the observed diastereoselectivity.
引用
收藏
页码:7223 / 7226
页数:4
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