Highly efficient asymmetric amination of β-keto esters catalyzed by chiral quaternary ammonium bromides

被引：39

作者：

Lan, Quan ^{[1
]}

Wang, Xisheng ^{[1
]}

He, Rongjun ^{[1
]}

Ding, Changhua ^{[1
]}

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Kyoto 6068502, Japan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 26期

关键词：

Ammonium salt; Phase transfer catalysis; Amination; beta-Keto esters; AS-3201; SUBSTITUTED-ALPHA-CYANOACETATES; PHASE-TRANSFER CATALYSIS; ALDOSE REDUCTASE INHIBITOR; ENANTIOSELECTIVE SYNTHESIS; ELECTROPHILIC AMINATION; CONJUGATE ADDITIONS; AMINO-ACIDS; AS-3201; ALDEHYDES; DESIGN;

D O I：

10.1016/j.tetlet.2009.02.041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient asymmetric amination of beta-keto esters was achieved under phase transfer conditions using chiral quaternary ammonium bromide as a catalyst. The amination products were obtained in quantitative yields with up to 97% ee. One of the amination products represents a key intermediate for the preparation of aldose reductase inhibitor AS-3201. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3280 / 3282

页数：3

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