Asymmetric synthesis of (+)-(S,S)-reboxetine via a new (S)-2-(hydroxymethyl)morpholine preparation

被引：71

作者：

Brenner, E

Baldwin, RM

Tamagnan, G ^{[1
]}

机构：

[1] Yale Univ, Sch Med, VA Connecticut HCS 116A2, West Haven, CT 06516 USA

[2] Inst Neurodegenerat Disorders, New Haven, CT 06510 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 05期

关键词：

D O I：

10.1021/ol050059g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S,S)-Reboxetine was synthesized stereospecifically in 30% overall yield and 99% ee in eight steps. Key steps were selective oxidation of an N-protected hydroxymethylmorpholine and aryl-chromium-mediated aromatic nucleophilic substitution.

引用

页码：937 / 939

页数：3

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