Asymmetric synthesis of 1-aryl-1, 2-ethanediols from arylacetylenes by palladium-catalyzed asymmetric hydrosilylation as a key step

T Shimada, K Mukaide, A Shinohara…

Index: Shimada, Toyoshi; Mukaide, Kotaro; Shinohara, Akihiro; Han, Jin Wook; Hayashi, Tamio Journal of the American Chemical Society, 2002 , vol. 124, # 8 p. 1584 - 1585

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Citation Number: 55

Abstract

Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1, 2- bis (silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1, 2-diols of high enantiomeric purity (94-98% ee) in high yields.