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Synfacts 2009(8): 0870-0870  
DOI: 10.1055/s-0029-1217421
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Oxidative Kinetic Resolution of Racemic Benzoins

Contributor(s): Hisashi Yamamoto, Joshua N. Payette
S. Kumar Alamsetti, P. Muthupandi, G. Sekar*
Indian Institute of Technology Madras, Chennai, India
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

In pioneering work, Rychnovsky et al. (J. Org. Chem. 1996, 61, 1194) reported the oxidative kinetic resolution (OKR) of secondary ­alcohols using a nitroxyl catalyst. Since this achievement, this field has undergone significant development. In the present report the authors report the OKR of racemic benzoins using a cobalt-based catalyst to give the chiral α-hydroxy ketones in good yields and enantioselectivities.