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Regioselective Carboindation of Simple Alkenes with Indium Tribromide and Ketene Silyl Acetals

Yoshihiro Nishimoto, Hiroki Ueda, Yoshihiro Inamoto, Makoto Yasuda and Akio Baba*

*Department of Applied Chemistry, Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Email: babachem.eng.osaka-u.ac.jp

Y. Nishimoto, H. Ueda, Y. Inamoto, M. Yasuda, A. Baba, Org. Lett., 2010, 12, 3390-3393.

DOI: 10.1021/ol1012108 (free Supporting Information)



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Abstract

Carboindation of various alkenes such as ethylene, 1-alkenes, and cyclic alkenes with indium tribromide enables a regioselective reaction with ketene silyl acetals. The alkylindium product from the carboindation of cyclohexene revealed an anti addition mechanism.

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ID: J54-Y2010-2050