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Design of New Chiral Phase-Transfer Catalysts with Dual Functions for Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones

Takashi Ooi, Daisuke Ohara, Masazumi Tamura 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, M. Tamura, K. Maruoka, J. Am. Chem. Soc., 2004, 126, 6844-6845.

DOI: 10.1021/ja048600b (free Supporting Information)


Abstract

Promising, dual-functioning chiral catalysts for the highly enantioselective epoxidation of α,β-unsaturated ketones gave epoxy chalcones in excelllent yield and high enantioselectivity using 13% NaOCl as oxidizing agent in toluene under mild phase-transfer conditions.

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Key Words

Epoxidation, Organocatalysis, Sodium Hypochlorite


ID: J48-Y2004-1490