Synthesis of optically active γ-lactones via lipase-catalvzed resolution

被引:17
|
作者
Shimotori, Yasutaka [1 ]
Nakahachi, Yukihiko [1 ]
Inoue, Keita [1 ]
Miyakoshi, Tetsuo [1 ]
机构
[1] Meiji Univ, Sch Sci & Technol, Dept Appl Chem, Tama Ku, Kawasaki, Kanagawa 2148571, Japan
关键词
gamma-lactone; novozym; 435; kinetic resolution; n-methyl-4-hydroxyalkanamide; n-methyl-4-acetoxyalkanamide;
D O I
10.1002/ffj.1816
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Both enantiomers of the six major kinds of gamma-lactones were synthesized to >98% e.e. in four steps, starting from succinic anhydride. The key features were the syntheses of the various rac-N-methyl-4-hydroxyalkanamides via Grignard reaction and the enantioselective acetylation and hydrolysis promoted by Novozym 435. Copyright (c) 2007 John Wiley & Sons, Ltd.
引用
收藏
页码:421 / 429
页数:9
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