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Importance of Chiral Phase-Transfer Catalysts with Dual Functions in Obtaining High Enantioselectivity in the Michael Reaction of Malonates and Chalcone Derivatives

Takashi Ooi, Daisuke Ohara, Kazuhiro Fukumoto and Keiji Maruoka*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan, Email: maruokakuchem.kyoto-u.ac.jp

T. Ooi, D. Ohara, K. Fukumoto, K. Maruoka, Org. Lett., 2005, 7, 3195-3197.

DOI: 10.1021/ol050902a (free Supporting Information)


Abstract

A highly enantioselective and effective Michael addition of diethyl malonate to various chalcone derivatives has been achieved under mild phase-transfer conditions using a chiral quaternary ammonium bromide as a catalyst.

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Key Words

Michael Addition, Active Methylenes, Organocatalysis


ID: J54-Y2005-900