Thiacrown ether technology in lipase-catalyzed reaction: Scope and limitation for preparing optically active 3-hydroxyalkanenitriles and application to insect …

T Itoh, K Mitsukura, W Kanphai, Y Takagi…

文献索引：Itoh, Toshiyuki; Mitsukura, Koichi; Kanphai, Wipa; Takagi, Yumiko; Kihara, Hiroshi; Tsukube, Hiroshi Journal of Organic Chemistry, 1997 , vol. 62, # 26 p. 9165 - 9172

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被引用次数: 63

摘要

Both reaction rate and enantioselectivity in Pseudomonas cepacia lipase (PCL)-catalyzed hydrolysis of 3-hydroxyalkanenitrile acetates were significantly changed by the addition of catalytic amounts of thiacrown ether (1, 4, 8, 11-tetrathiacyclotetradecane). Although the reaction rate of various nitriles was accelerated, the enantioselectivity greatly depended on the nature of the substrate. Among 10 substrates tested, thiacrown ether offered highest ...