A Recyclable Chiral 2-(Triphenylmethyl)pyrrolidine Organocatalyst Anchored to [60]Fullerene

Hybridization of a chiral 3-hydroxy-2-trityl-pyrrolidine deriving from (R)-pyrrolidinol with [60] fullerene via click chemistry provides a highly efficient supported enantioselective organocatalyst, which was successfully exploited in a Michael addition of malonates to cinnamaldehydes, via iminium ion activation. The supported organocatalyst was recycled up to six times, with only a moderate decrease in terms of activity and with no loss in enantioselectivity.