Enzymatic preparation of chiral 4-hydroxy-2, 2-dimethyl-1-cyclohexanone as a chiral building block

H Yamamoto, T Oritani, H Koga, T Horiuchi…

Index: Yamamoto, Hiroshi; Oritani, Takayuki; Koga, Hideo; Horiuchi, Tadao; Yamashita, Kyohei Agricultural and Biological Chemistry, 1990 , vol. 54, # 8 p. 1915 - 1921

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Citation Number: 11

Abstract

(S)-4-Hydroxy-2, 2-dimethyl-1-cyclohexanone (1a) was prepared by two enzymatic methods. 1, 4-Cyclohexanediol was converted to monoacetal (11) via (±)-1a. Enzymatic reduction of 11 by baker's yeast gave (S)-1 of almost 100% ee Direct hydroxylation of 2, 2-dimethyl-1- cyclohexanone (14) by P-450 camphor monooxygenase of the cloned genes of Pseudomonas putida PpG1 gave (S)-1a of almost 100% ee, too. According to Mitsunobu's ...