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- W2000800139 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 active p-substituted (S)-hydroperoxides obtained can be employed as enantioselective oxidants in the asymmetric Weitz–Scheffer epoxidation of E-chalcone in the presence of KF-Al2O3 as a base. In all cases, a chalcone epoxide with the (αS,βR)-configuration was obtained as the major isomer. Under the optimized reaction conditions, the enantiomeric excess of the chalcone epoxide was obtained in up to 49% in CH3CN at −40 °C." @default.
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- W2000800139 date "2012-04-01" @default.
- W2000800139 modified "2023-10-18" @default.
- W2000800139 title "Preparation of enantiomerically pure p-substituted phenylethyl hydroperoxides by kinetic resolution and their use as enantioselective oxidants in the asymmetric Weitz–Scheffer epoxidation of E-chalcone" @default.
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- W2000800139 doi "https://doi.org/10.1016/j.tetasy.2012.04.005" @default.
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