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Synfacts 2011(3): 0287-0287  
DOI: 10.1055/s-0030-1259474
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Oxidovanadium(V)-Catalyzed Kinetic Resolution of α-Hydroxy Ketones

Contributor(s): Mark Lautens, David A. Candito
C.-T. Chen*, J.-Q. Kao, S. B. Salunke, Y.-H. Lin
National Tsing Hua University, Hsinchu and National Taiwan Normal University, Taipei, Taiwan
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Publication History

Publication Date:
16 February 2011 (online)

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Significance

Oxidovanadium complexes have previously been used for the oxidation and kinetic resolution of sulfides and sulfoxides, respectively. In 2005, Toste and co-workers demonstrated an efficient kinetic resolution of α-hydroxy acid derivatives catalyzed by an oxidovanadium complex (A. T. Radosevich, C. Musich, F. D. Toste J. Am. Chem. Soc. 2005, 127, 1090). The authors report a study of the vanadium-catalyzed kinetic resolution of α-hydroxy ketones. During this study several ligands are examined and various substituted benzoin adducts are investigated under optimized conditions, expanding the scope of vanadium-catalyzed kinetic resolutions.