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Catalytic Asymmetric Oxidation of N-Sulfonyl Imines with Hydrogen Peroxide-Trichloroacetonitrile System

Daisuke Uraguchi, Ryosuke Tsutsumi and Takashi Ooi*

*Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8602, Japan, Email: tooiapchem.nagoya-u.ac.jp

D. Uraguchi, R. Tsutsumi, T. Ooi, J. Am. Chem. Soc., 2013, 135, 8161-8164.

DOI: 10.1021/ja403491j (free Supporting Information)


Abstract

An efficient and highly enantioselective Payne-type oxidation of N-sulfonyl imines exhibits broad substrate generality and unique chemoselectivity based on the combined use of hydrogen peroxide and trichloroacetonitrile under the catalysis of P-spiro chiral triaminoiminophosphorane.

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Key Words

N-Heterocycles, O-Heterocycles, Hydrogen Peroxide, Organocatalysis


ID: J48-Y2013