A convenient and stereoselective synthesis of allylic sulfides |
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| Authors: | Kazunobu Harano Norihide Ohizumi Takuzo Hisano |
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| Institution: | Faculty of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-hon-machi, Kumamoto 862, Japan |
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| Abstract: | The fractional distillation of 0-(2-alkenyl or 2-cycloalkenyl) S-alkyl dithiocarbonates (xanthates) affords 2-alkenyl or 2-cycloalkenyl alkyl sulfides. The reaction involves the 3,3]-sigmatropic rearrangement of the xanthates to produce S-(2-alkenyl or 2-cycloalkenyl) S-alkyl dithiocarbonates followed by extrusion of carbon oxysulfide to give 2-alkenyl or 2-cycloalkenyl alkyl sulfides. |
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