Baker's yeast reduction of (E)-1-phenyl-1,2-propanedione 2-(O-methyloxime). A key step for a (-)-norephedrine synthesis

被引：36

作者：

Kreutz, OC ^{[1
]}

Moran, PJS ^{[1
]}

Rodrigues, JAR ^{[1
]}

机构：

[1] UNIV ESTADUAL CAMPINAS,INST QUIM,BR-13081970 CAMPINAS,SP,BRAZIL

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 15期

基金：

巴西圣保罗研究基金会;

关键词：

D O I：

10.1016/S0957-4166(97)00280-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective Baker's yeast reduction of (E)-1-phenyl-1,2 propanedione 2-(O-methyloxime) 1 afforded (-)-(R)-1-hydroxy-1-phenyl-2-propanone 2-(O-methyloxime) 2 with 97% of enantiomeric excess (ee) which was diastereoselectively reduced by LiAlH4 to obtain the (-)-(R,S)-norephedrine with ee=82% and (-)-(R,R)-norpseudoephedrine with ee=93% in a ratio 4:1 respectively. (C) 1997 Elsevier Science Ltd.

引用

页码：2649 / 2653

页数：5

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