Asymmetric supramolecular catalysis: a bio-inspired tool for the high asymmetric induction in the enamine-based Michael reactions.

King size: Utilization of large-size supramolecular rings in the pre-transition state (pre-TS) of enamine-based Michael reactions for high asymmetric induction is described. Enantiomerically pure, druglike hexahydroxanthenes with three contiguous stereocenters were synthesized through supramolecular catalysis by D-proline and quinine-NH-thiourea followed by reductive etherification from simple precursors under mild conditions (see scheme).