American Chemical Society
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Enantioselective Synthesis of Vicinal Halohydrins via Dynamic Kinetic Resolution

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journal contribution
posted on 2006-01-05, 00:00 authored by Abel Ros, Antonio Magriz, Hansjörg Dietrich, Rosario Fernández, Eleuterio Alvarez, José M. Lassaletta
Expanding the scope of enantioselective catalysis via DKR, transfer hydrogenation of a variety of cyclic α-halo ketones was accomplished using the Noyori/Ikariya (R,R)- or (S,S)-I catalysts and either HCO2H/Et3N or HCO2Na/n-Bu4NBr in H2O/CH2Cl2 as the hydrogen sources. Good yields of vicinal bromo-, chloro-, and fluorohydrins with excellent de and ee levels were achieved in most cases after a simple tuning of reaction conditions.