Tetrahedron

Chemo-enzymatic enantio-convergent asymmetric synthesis of (R)-(+)-Marmin

K Edegger, SF Mayer, A Steinreiber, K Faber

Index: Edegger, Klaus; Mayer, Sandra F.; Steinreiber, Andreas; Faber, Kurt Tetrahedron, 2004 , vol. 60, # 3 p. 583 - 588

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Citation Number: 8

Abstract

Asymmetric biohydrolysis of trisubstituted terpenoid oxiranes (–) was accomplished by employing the epoxide hydrolase activity Rhodococcus and Streptomyces spp. Depending on the biocatalyst, the biohydrolysis proceeded in an enantio-convergent fashion and gave the corresponding vic-diols in up to 97% ee at conversions beyond the 50%-threshold. In order to avoid a depletion of the ee of product by further oxidative metabolism, ...