Enantioselective synthesis of chiral 5-carbamoyl-3-pyridyl alcohols by asymmetric autocatalytic reaction

被引:59
作者
Shibata, T [1 ]
Morioka, H [1 ]
Tanji, S [1 ]
Hayase, T [1 ]
Kodaka, Y [1 ]
Soai, K [1 ]
机构
[1] SCI UNIV TOKYO,FAC SCI,DEPT APPL CHEM,SHINJUKU KU,TOKYO 162,JAPAN
关键词
D O I
10.1016/S0040-4039(96)02031-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic amount of a chiral zinc alkoxide of 5-carbamoyl-3-pyridyl alkyl alcohol catalyzes an enantioselective alkylation of 5-carbamoylpyridine-3-carbaldehyde by diisopropylzinc to afford itself in up to 86% e.e. with the same configuration as the catalyst. Enantioselectivity is dependent on the structure of substituents on the nitrogen atom of the amide. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8783 / 8786
页数:4
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