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Highly Enantioselective Ketone-Ene Reactions of Trifluoropyruvate: Significant Counterion Effect of the In(III)−PyBox Complex

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posted on 17.12.2009, 00:00 by Jun-Feng Zhao, Teguh-Budiono W. Tjan, Boon-Hong Tan, Teck-Peng Loh
A chiral indium(III)−pybox complex catalyzed asymmetric ketone-ene reaction of trifluoropyruvate is described. Both aromatic and aliphatic 1,1-disubstituted alkenes reacted smoothly to give the enantioenriched tertiary homoallylic alcohols in good to excellent yields (up to 99%) and with excellent enantioselectivities (up to 98% ee).