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The Generation of (Samarium) Thiolates from Aryl Thiocyanates and Their Reaction with Epoxides: A Route to β-Hydroxy Sulfides
Authors:Ian WJ Still  L James  P Martyn
Institution:Department of Chemistry , University of Toronto at Mississauga , 3359 Mississauga Road North, Mississauga, Ontario, Canada , L5L 1C6
Abstract:This investigation describes the reduction of an aryl thiocyanate with samarium(II) iodide, followed by reaction with various epoxides, to produce β-hydroxy sulfides. This method of ring opening of epoxides provides a substantial improvement in reaction time and convenience over existing methods while maintaining good regioselectivity and excellent yield.
Keywords:
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