Tetrahedron

Chemoenzymatic deracemization of (±)-2, 2-disubstituted oxiranes

RVA Orru, SF Mayer, W Kroutil, K Faber

文献索引：Orru, Romano V. A.; Mayer, Sandra F.; Kroutil, Wolfgang; Faber, Kurt Tetrahedron, 1998 , vol. 54, # 5-6 p. 859 - 874

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被引用次数: 65

摘要

The preparation of vicinal diols in up to 98% ee and 98% yield from the corresponding (±)-2, 2-disubstituted epoxides was achieved via an enantioconvergent two-step hydrolysis: Thus, enantioselective enzymatic hydrolysis of the (S)-epoxide proceeded with retention of configuration furnishing the corresponding (S)-diol. In a subsequent step, the remaining (R)- oxirane was hydrolyzed during workup under acid catalysis with complete inversion of ...