trans-(1S,2S)-1-Substituted-2-(N,N-dialkylamino)-1-indanol derivatives as chiral ligands in the catalytic enantioselective addition of diethylzinc to aldehydes

被引:9
|
作者
Xu, QY
Yang, HF
Pan, XF
Chan, ASC
机构
[1] NW Inst Nucl Technol, Xian 710024, Peoples R China
[2] Lanzhou Univ, Dept Chem, Natl Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[3] Hong Kong Polytech Univ, Open Lab Chirotechnol, Hong Kong, Peoples R China
[4] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China
关键词
D O I
10.1016/S0957-4166(02)00183-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives 1-6 were synthesized and applied in the catalytic enantioselective addition of dicthylzinc to aldehydes. The enantiomeric purity of the addition products increased considerably with increasing bulk of the substituents both on the nitrogen atom and the hydroxy-bearing carbon atom of the ligands. sec-Alcohols were obtained in good yields with enantiomeric excesses tip to 93.1%. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码:945 / 951
页数:7
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