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The deoxygenation of sulfoxide mediated by the Ph 3 P/Lewis acid combination and the application to the kinetic resolution of racemic phosphines using optically …

S Kikuchi, H Konishi, Y Hashimoto

Index: Kikuchi, Satoshi; Konishi, Hiroyuki; Hashimoto, Yukihiko Tetrahedron, 2005 , vol. 61, # 14 p. 3587 - 3591

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Citation Number: 28

Abstract

It was found that the combination of Ph3P/TiCl4 was an effective promoter for the deoxygenation of sulfoxides and gave the corresponding sulfides in good yield (up to 97%) under mild conditions. This method was applied to the reaction between racemic phosphines and (R)-methyl p-tolyl sulfoxide, and it was found that the kinetic resolution was achieved in moderate selectivities.