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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, Email: sasaisanken.osaka-u.ac.jp

K. Matsui, S. Takizawa, H. Sasai, Synlett, 2006, 761-765.

DOI: 10.1055/s-2006-933112


Abstract

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


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Bifunctional Organocatalysts for Enantioselective aza-Morita-Baylis-Hillman Reaction

K. Matsui, S. Takizawa, H. Sasai, J. Am. Chem. Soc., 2005, 127, 3680-3681.


Key Words

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


ID: J60-Y2006-4320