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Facile Palladium-Mediated Conversion of Ethanethiol Esters to Aldehydes and Ketones

Hidetoshi Tokuyama, Satoshi Yokoshima, Tohru Yamashita, Shao-Cheng Lin, Leping Li and Tohru Fukuyama*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: fukuyamamol.f.u-tokyo.ac.jp

H. Tokuyama, S. Yokoshima, T. Yamashita, S.-C. Lin, L. Li, T. Fukuyama, J. Braz. Chem. Soc., 1998, 9, 381-387.

Complete paper: PDF, 1998, Soc. Bras. Quimica



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Abstract

Treatment of ethanethiol esters with triethylsilane and palladium on carbon at ambient temperature furnished aldehydes. In addition, a variety of ketones has been prepared by a palladium-catalyzed reaction of ethanethiol esters with organozinc reagents. Both transformations tolerate various functional groups, including esters, ketones, aromatic halides and aldehydes.

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Reduction of Ethanethiol Esters to Aldehydes

H. Tokuyama, S. Yokoshima, S.-C. Lin, L. Li, T. Fukuyama, Synthesis, 2002, 1121-1123.


Key Words

thioesters, aldehydes, ketones, triethylsilane, organozinc reagents, palladium catalysts, Fukuyama Coupling, Fukuyama Reduction


ID: JXX-Y1998-180