Tetrahedron: Asymmetry

Asymmetric microbial hydrolysis of epoxides

M Mischitz, W Kroutil, U Wandel, K Faber

Index: Mischitz; Kroutil; Wandel; Faber Tetrahedron Asymmetry, 1995 , vol. 6, # 6 p. 1261 - 1272

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Citation Number: 130

Abstract

Kinetic resolution of 2-mono-and 2, 2-disubstituted epoxides was accomplished using epoxide hydrolases from bacterial and fungal origin by employing lyophilized whole microbial cells. In all cases investigated, the biocatalytic hydrolysis was shown to proceed with retention of configuration at the stereogenic center leading to 1, 2-diols and remaining epoxides. The selectivity of the reaction was dependent on the substrate structure and the ...