Highly Efficient Asymmetric Michael Addition Reaction of Malonates to α,β-Unsaturated Ketones Promoted by a Chiral Thiourea/PPY Dual-Catalyst System

Hiyoshizo Kotsuki, Maya Moritaka, Naomu Miyamae, Keiji Nakano, Yoshiyasu Ichikawa

Synlett · 2012 · 11 citations · 0 references

Concepts

Abstract

The enantioselective Michael addition reaction of malonates to α,β-unsaturated ketones is efficiently promoted by a combined dual-catalyst system composed of chiral thiourea and 4-pyrrolidinopyridine (PPY) in toluene. The expected Michael adducts with cyclic and acyclic enones are obtained in excellent yields and with excellent enantioselectivities.