The soivolysis of trans-1, 2-diphenyl-2-phenylthio [1-13C] vinyl tosylate in anhydrous or aqueous acetic acid

CC Lee, CY Fiakpui, JW Quail

文献索引：Lee, Choi Chuck; Fiakpui, Charles Y.; Quail, J. Wilson Canadian Journal of Chemistry, 1982 , vol. 60, p. 735 - 740

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被引用次数: 4

摘要

The acetolysis of trans-1, 2-diphenyl-2-phenylthiol [1-13C] vinyl tosylate (2-OTs-1-13C) under anhydrous conditions (HOAc-Ac2O-NaOAc) gave trans-1, 2-diphenyl-2-phenylthio [1, 2-13C] vinyl acetate (2-OAc-1, 2-13C) as product. The label was scrambled equally over C-1 and C-2 and there was no detectable amount of cis-product. These results are consistent with the involvement of an intermediate sulfur-bridged thiirenium ion in the reaction. ...