Conversion of Epoxides to Thiiranes with Thiourea or Ammonium Thiocyanate Catalyzed with Poly(4-Vinyl Pyridine)-Ce(OTf)₄

N. Iranpoor Department of Chemistry, College of Science, Shiraz University, Shiraz, 71454, Iran

B. Tammi Department of Chemistry, College of Science, Shiraz University, Shiraz, 71454, Iran

M. Shekarriz Department of Chemistry, College of Science, Shiraz University, Shiraz, 71454, Iran

Abstract

Conversion of epoxides to thiiranes with ammonium thiocyanate or thiourea in the presence of poly(4-vinyl pyridine)-Ce(OTf)₄ as catalyst and under non-aqueous condition is reported. Stereospecific conversion of R-(+)-styrene oxide to S-(-)-styrene sulfide was achieved in high optical purity. The polymer can be easily reloaded.

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Conversion of Epoxides to Thiiranes with Thiourea or Ammonium Thiocyanate Catalyzed with Poly(4-Vinyl Pyridine)-Ce(OTf)₄

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Conversion of Epoxides to Thiiranes with Thiourea or Ammonium Thiocyanate Catalyzed with Poly(4-Vinyl Pyridine)-Ce(OTf)4

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Conversion of Epoxides to Thiiranes with Thiourea or Ammonium Thiocyanate Catalyzed with Poly(4-Vinyl Pyridine)-Ce(OTf)₄