Asymmetric Synthesis of 1-Aryl-1,2-ethanediols from Arylacetylenes by Palladium-Catalyzed Asymmetric Hydrosilylation as a Key Step
Toyoshi Shimada, Kotaro Mukaide, Akihiro Shinohara, Jin Wook Han and Tamio Hayashi*
*Department of Chemistry, Graduate School of Science, Kyoto University,
Sakyo, Kyoto 606-8502, Japan, Email: thayashi
kuchem.kyoto-u.ac.jp
T. Shimada, K. Mukaide, A. Shinohara, J. W. Han, T. Hayashi, J. Am. Chem. Soc., 2002, 124, 1584-1585.
DOI: 10.1021/ja017617g
Abstract
A platinum-catalyzed hydrosilylation of arylacetylenes with trichlorosilane followed by a subsequent second hydrosilylation catalyzed by a chiral monophosphine-palladium complex and an oxidation with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity in high yields.
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Key Words
Hydrosilylation, Tamao-Fleming Oxidation, 1,2-Diols
ID: J48-Y2002-1050
