Pd-catalyzed kinetic resolution of benzylic alcohols:: a practical synthesis of (R)-tomoxetine and (S)-fluoxetine hydrochlorides

被引:46
作者
Ali, IS [1 ]
Sudalai, A [1 ]
机构
[1] Natl Chem Lab, Div Proc Dev, Pune 411008, Maharashtra, India
关键词
resolution; oxidation; asymmetric synthesis; alcohols;
D O I
10.1016/S0040-4039(02)01073-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient synthetic route to (R)-tomoxetine hydrochloride (90% ee) and (S)-fluoxetine hydrochloride (84% ee) is described. (S)-3-Phenyl-3-hydroxypropyl p-toluenesulphonate, the key intermediate, is obtained by the oxidative kinetic resolution of the corresponding racemic 3-phenyl-3-hydroxypropyl p-toluenesulphonate using (-)-sparteine/Pd(II)/O-2 (1 atm) catalytic system. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:5435 / 5436
页数:2
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