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Synfacts 2007(6): 0613-0613  
DOI: 10.1055/s-2007-968496
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Oxidative Kinetic Resolution of Alcohols: O2 as a Terminal Oxidant

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
T. Chen, J.-J. Jiang, Q. Xu, M. Shi*
East China University of Science and Technology, Shanghai and Shanghai Institute of Organic Chmistry,P. R. of China
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Publikationsdatum:
22. Mai 2007 (online)

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Significance

Secondary alcohols are oxidized via a NHC-Pd complex with molecular oxygen as the terminal oxidant. Axially chiral BINAM-type ligands were used. Good to high enantioselectivities were obtained under kinetic resolution conditions. Aryl-alkyl racemic alcohols were used as starting materials and many gave ee values >85% with some selectivities extending to >99%.