Catalytic Use of Indium(0) for Carbon-Carbon Bond Transformations in Water: General Catalytic Allylations of Ketones with Allylboronates

Uwe Schneider, Masaharu Ueno and Shu Kobayashi*

*Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, JST, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: shu_kobayashichem.s.u-tokyo.ac.jp

U. Schneider, M. Ueno, S. Kobayashi, J. Am. Chem. Soc., 2008, 130, 13824-13825.

DOI: 10.1021/ja804182j

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Abstract

General In(0)-catalyzed allylations of ketones proceeded smoothly in water under mild conditions, and water proved to be essential for these reactions. Both the substrate scope and the functional group tolerance were excellent. The In metal catalyst could be easily recovered and reused without loss of catalytic activity.

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Key Words

Homoallylic Alcohols, Green Chemistry

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ID: J48-Y2008-2870