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
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
收藏
页码:3280 / 3282
页数:3
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