New methodology for the conversion of epoxides to alkenes

FL Wu, BP Ross, RP McGeary

文献索引：Wu, Feng-Ling; Ross, Benjamin P.; McGeary, Ross P. European Journal of Organic Chemistry, 2010 , # 10 p. 1989 - 1998

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被引用次数: 6

摘要

Abstract Epoxides have been transformed in good yields to alkenes by a process involving (i) ring-opening of the epoxide with 2-mercaptobenzothiazole,(ii) oxidation of the derived β- hydroxy thioethers to the corresponding sulfones, and (iii) thermal or base-promoted fragmentation of these sulfones to alkenes. The stereochemistry of the starting epoxide is transferred faithfully to the alkene product, because of the SN 2 epoxide ring-opening ...