Tetrahedron Letters

Diastereoselective oxidation of sulfides to sulfoxides with potassium peroxymonosulfate

GJ Quallich, JW Lackey

Index: Quallich, George J.; Lackey, J. William Tetrahedron Letters, 1990 , vol. 31, # 26 p. 3685 - 3686

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Citation Number: 21

Abstract

In seeking a preparative process for the skfe chain of antibacterial CP-70,429, penem 1. we prepared the sulfoxkle side chain a as a 4: l mixture of~ 6~ 6 and & sulfoxides by oxkfatbn of the sulfide 2 with mchlompemxybenzob acid. 1 Chromatography was required to obtain the desired BQ,~ Q suffoxkfe & Significant improvement in the diastereoselectivfty of the oxidatbn was sougM to improve the yield and eliminate the chromatography.