Chemoenzymatic synthesis of both enantiomers of 3-hydroxy-2, 2-dimethylcyclohexanone

R Chênevert, C Lévesque, P Morin

Index: Chenevert, Robert; Levesque, Carine; Morin, Pierre Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9501 - 9503

Full Text: HTML

Citation Number: 10

Abstract

The stereoselective acetylation of meso-2, 2-dimethyl-1, 3-cyclohexanediol by vinyl acetate in the presence of three lipases gave the (1 R, 3 S)-monoester in high enantiomeric excess (ee≥ 98%). The hydrolysis of the corresponding meso-diacetate in the presence of Candida antarctica lipase in phosphate buffer provided the opposite enantiomer. Optically active monoacetates were converted to both enantiomers of 3-hydroxy-2, 2- ...