A Lipase Mediated Asymmetric Hydrolysis of 3-Acyloxy-1-octynes and 3-(E)-Acyloxy-1-octenes.
M Shimizu, H Kawanami, T Fujisawa
Index: Shimizu, Makoto; Kawanami, Hiroshi; Fujisawa, Tamotsu Chemistry Letters, 1992 , # 1 p. 107 - 110
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Citation Number: 18
Abstract
Optical resolution of 3-propionyloxy-1-trimethylsilyl-1-octyne or 3-(E)-propionyloxy-1-octene via lipase-mediated hydrolysis gave optically pure (S)-1-trimethylsilyl-1-octyn-3-ol and (R)- (E)-1-iodo-1-octen-3-ol, respectively, in which a reversal of enantio-selectivity for hydrolysis was observed between 3-propionyloxy-1-octyn and its 1-trimethylsilylated derivative, and the effect of the acyl groups on the enantio-discrimination was also investigated.
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