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Ytterbium(III) Triflate/TMSCl: Efficient Catalyst for Imino Ene Reaction

Masamichi Yamanaka, Atsushi Nishida and Masako Nakagawa*

*Faculty of Pharmaceutical Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan, nakagawap.chiba-u.ac.jp

M. Yamanaka, A. Nishida, M. Nakagawa, Org. Lett., 2000, 2, 159-161.

DOI: 10.1021/ol991260s


Abstract

Ytterbium trifluoromethanesulfonate catalyzed the imino ene reaction of N-tosyl aldimine with α-methylstyrene to give a homoallylamine in moderate yield. Addition of a catalytic amount of chlorotrimethylsilane dramatically increased the yield of the imino ene reaction.

    

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Key Words

Ene Reaction, Homoallylic Amines, Benzylic Amines, Multicomponent Reactions


ID: J54-Y2000-290