An efficient asymmetric desymmetrization of prochiral glutaric anhydrides with SuperQuat chiral oxazolidin-2-ones

被引：14
作者：
Chaubey, Narendra [1 ]
Date, Sonali M. [1 ]
Ghosh, Sunil K. [1 ]
机构：
[1] Bhabha Atom Res Ctr, Div Bioorgan, Bombay 400085, Maharashtra, India
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 23期
关键词：
D O I：
10.1016/j.tetasy.2008.12.010
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The asymmetric desymmetrization of 3-substituted glutaric anhydrides 1 bearing silyl, aryl and alkyl groups with the lithium salt of chiral oxazolidin-2-ones has been studied. The effects of the substituents at the 4- and 5-positions of the oxazolidin-2-ones on the diastereoselectivity of the anhydride opening were studied in detail. A SuperQuat chiral oxazolidin-2-one 2e with 5,5-diaryl substituents showed optimum selectivity. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2721 / 2730
页数：10
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