LETTER	Synlett 2006: 0761-0765   DOI: 10.1055/s-2006-933112
© Georg Thieme Verlag Stuttgart · New York
A Brønsted Acid and Lewis Base Organocatalyst for the Aza-Morita-Baylis-Hillman Reaction
Katsuya Matsui, Shinobu Takizawa, Hiroaki Sasai*
The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka 567-0047, Japan Fax: +81(6)68798469; e-Mail: sasai@sanken.osaka-u.ac.jp;
Received 26 December 2005

Abstract

(S)-3-[2-(Diphenylphosphino)phenyl]BINOL has been established as an efficient asymmetric bifunctional organocatalyst for the aza-Morita-Baylis-Hillman (aza-MBH) reaction. The ­Brønsted acid and Lewis base functionalities cooperate in substrate activation to promote the reaction with high enantiocontrol.

Key words

enantioselective aza-Morita-Baylis-Hillman reaction - bifunctional catalyst - Brønsted acid - Lewis base - organocatalysis