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Reduction of Ethanethiol Esters to Aldehydes

Hidetoshi Tokuyama, Satoshi Yokoshima, Shao-Cheng Lin, Leping Li, 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, S.-C. Lin, L. Li, T. Fukuyama, Synthesis, 2002, 1121-1123.

DOI: 10.1055/s-2002-31969


Abstract

Reduction of ethanethiol esters of α-amino acids to α-amino aldehydes by triethylsilane and catalytic palladium-on-carbon is described. α-Amino aldehydes with Boc, Cbz, or Fmoc protection could be obtained without racemization in high yield.


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

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


Key Words

aldehydes, thioesters, amino aldehydes, Fukuyama reduction, triethylsilane


ID: J66-Y2002-1570