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Synfacts 2011(1): 0062-0062  
DOI: 10.1055/s-0030-1258991
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Improved Reactivity in the Carbonyl-Ene Reaction Due to Counterion Effects

Contributor(s): Hisashi Yamamoto, Kimberly Griffin
J.-F. Zhao, T.-B. W. Tjan, T.-P. Loh*
Nanyang Technological University, Singapore
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Publication History

Publication Date:
21 December 2010 (online)

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Significance

The authors had previously applied an indium(III)-pybox catalyst to the carbonyl-ene reaction of glyoxylates (J. Am. Chem. Soc. 2008, 130, 16492). Unfortunately, extremely long reactions times and a reaction temperature of 0 ˚C were required. In this work, the authors increase the reactivity and enantioselectivity of the reaction through the counterion effect.