Green Chemistry

Stereoselective benzylic hydroxylation of alkylbenzenes and epoxidation of styrene derivatives catalyzed by the peroxygenase of Agrocybe aegerita

M Kluge, R Ullrich, K Scheibner, M Hofrichter

Index: Kluge, Martin; Ullrich, Rene; Scheibner, Katrin; Hofrichter, Martin Green Chemistry, 2012 , vol. 14, # 2 p. 440 - 446

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Citation Number: 37

Abstract

Here we report on the stereoselective benzylic hydroxylation and C1–C2 epoxidation of alkylbenzenes and styrene derivatives, respectively, by a heme-thiolate peroxygenase (EC 1.11. 2.1) from the fungus Agrocybe aegerita. Benzylic hydroxylation led exclusively to the (R)-1-phenylalkanols. For (R)-1-phenylethanol,(R)-1-phenylpropanol and (R)-1-tetralol, the ee reached> 99%. For longer chain lengths, the enantiomeric excesses (ee) and total ...