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Short Paper | Regular issue | Vol 87, No. 11, 2013, pp.2351-2360
Published online, 16th October, 2013
DOI: 10.3987/COM-13-12818
Efficient Organocatalytic Michael Addition Reaction of β−Ketoesters under High Pressure

Maya Moritaka, Keiji Nakano, Yoshiyasu Ichikawa, and Hiyoshizo Kotsuki*

*Laboratory of Natural Products Chemistry, Faculty of Science, Kochi University, 2-5-1, Akebono-cho, Kochi 780-8520, Japan

Abstract

The Michael addition reaction of β−ketoesters was efficiently promoted by a cooperative dual catalyst system composed by DMAP and thiourea A under high-pressure conditions (0.8 GPa) in toluene. The expected relatively congested adducts of 1,5-dicarbonyl compounds were prepared in high to excellent yield.