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

被引：15

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

页码：2721 / 2730

页数：10

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