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Abstract
The oxidation of the trithiocarbonates 3 with m-chloroperoxybenzoic acid (m-CPBA) in chloroform at room temperature provides an efficient stereoselective synthesis of the (E) sulfine 4 a and (Z) sulfine 4 b. The expected (E) and (Z) configurations of 4 a,b were confirmed by x-ray structure determination. The Sulfines 4 were further structurally elucidated by their cycloaddition reactions with 2,3-dimethyl-1,3-butadiene in chloroform at room temperature to give the corresponding dihydrothiopyran S-oxides 5 a,b in a quantitative yield.