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Communication | Special issue | Vol 80, No. 2, 2010, pp.799-804
Published online, 16th September, 2009
DOI: 10.3987/COM-09-S(S)85
Organocatalytic Asymmetric Diels-Alder Reaction of Furan under High Pressure

Akiko Mimoto, Keiji Nakano, Yoshiyasu Ichikawa, and Hiyoshizo Kotsuki*

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

Abstract

A new method for the asymmetric Diels-Alder reaction between furan and acrolein has been developed through the combined use of chiral organocatalysts and high pressure (yield up to 91%; endo-adduct up to 19% ee, exo-adduct up to 26% ee).