Preparation of enantiomerically pure p-substituted phenylethyl hydroperoxides by kinetic resolution and their use as enantioselective oxidants in the asymmetric Weitz …

K Zilbeyaz, H Kilic, M Sisecioglu, H Ozdemir…

Index: Zilbeyaz, Kani; Kilic, Hamdullah; Sisecioglu, Melda; Ozdemir, Hasan; Guengoer, Azize Alayli Tetrahedron Asymmetry, 2012 , vol. 23, # 8 p. 594 - 601

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Citation Number: 5

Abstract

The kinetic resolution of a variety of secondary para-substituted phenylethyl hydroperoxides by Raphanus sativus L.(black radish peroxidase) in the presence of guaiacol is reported. The peroxidase enzyme recognized (R)-configured alkyl aryl hydroperoxides, which furnished optically active (S)-hydroperoxides and (R)-alcohols. Kinetic resolution of tertiary hydroperoxides by the enzyme was unsuccessful. This study also shows how the optically ...

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