Asymmetric Catalysis by Chiral Indium Complexes

The results from the above report, and the peculiar optimized condition, suggested to Loh and his colleagues several key issues in the design of chiral indium 

Catalytic system (S)-BINOL-n complex (20 mol %), allyltributy stannane (60 mol %) 

R = Alkyl, aryl, furanyl or thiophenyl r2 = Alkyl, Ph or alkenyl 

89-98% ee dr 59 41 R = Naphthyl, o-aryl or cyclo-Pr anti major R = Alkenyl, Ph or p-CI-C6H4 syn major 

In this survey on the chemistries of In(III) compounds, we had encountered the Lewis acid behavior of In(lll) compounds that range from activation of carbonyl moieties, to the activation of C-X a-bonds and the 7t-bonds of alkynes. As a result, various reaction types ensued and novel chemistries with no known alternatives emerged from the catalytic influence of In(III) compounds. This, together with 

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