Catalytic asymmetric alkylation of α-cyanocarboxylates and acetoacetates using a phase-transfer catalyst

被引:29
|
作者
Nagata, Kazuhiro [1 ]
Sano, Daisuke [1 ]
Shimizu, Yu [1 ]
Miyazaki, Michiko [1 ]
Kanemitsu, Takuya [1 ]
Itoh, Takashi [1 ]
机构
[1] Showa Univ, Sch Pharmaceut Sci, Shinagawa Ku, Tokyo 1428555, Japan
关键词
BETA-KETO-ESTERS; CARBON QUATERNARY STEREOCENTERS; AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; AMMONIUM-SALTS; SCHIFF-BASE; CONSTRUCTION; (-)-PHYSOSTIGMINE;
D O I
10.1016/j.tetasy.2009.10.018
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The catalytic asymmetric alkylation of alpha-cyanocarboxylates and acetoacetates with an alkyl halide was performed under phase-transfer conditions to afford compounds which have a chiral quaternary carbon with up to 97% and 94% ee, respectively. As applications of this method, chiral 2-oxindole derivatives and a beta-lactam derivative were synthesized. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2530 / 2536
页数:7
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