Bismuth-Catalyzed Intermolecular Hydroamination of 1,3-Dienes with Carbamates, Sulfonamides, and Carboxamides

Hongbo Qin, Noriyuki Yamagiwa, Shigeki Matsunaga,* and Masakatsu Shibasaki*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: smatsunamol.f.u-tokyo.ac.jp, mshibasamol.f.u-tokyo.ac.jp

H. Qin, N. Yamagiwa, S. Matsunaga, M. Shibasaki, J. Am. Chem. Soc., 2006, 128, 1611-1614.

DOI: 10.1021/ja056112d (free Supporting Information)

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Abstract

Bi(OTf)₃/Cu(CH₃CN)₄PF₆ efficiently catalyzes an intermolecular 1:1 hydroamination of 1,3-dienes with various carbamates, sulfonamides, and carboxamides to afford allylic amines in good yield.

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Key Words

Allylic Amines, 1,3-Dienes

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ID: J48-Y2006-1500