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Synfacts 2009(3): 0283-0283  
DOI: 10.1055/s-0028-1087775
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Indium(III)-PyBox-Catalyzed Carbonyl-ene Reaction of Glyoxylates

Contributor(s): Hisashi Yamamoto, Pingfan Li
J. F. Zhao, H.-Y. Tsui, P. J. Wu, J. Lu, T.-P. Loh*
Nanyang Technological University, Singapore
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

The indium(III)-PyBox catalyst system is shown to mediate the enantioselective ­carbonyl-ene reaction of glyoxylates with good yield and ee values. The catalyst loading can be lowered to 5 mol%, and only two equivalents of α-methylstyrene substrate is used. Unfortunately, the rate of the reaction is relatively slow and takes a few days to complete.