The Journal of Organic Chemistry

Selenosulfonation: boron trifluoride catalyzed or thermal addition of selenosulfonates to olefins. A novel regio-and stereocontrolled synthesis of vinyl sulfones

TG Back, S Collins

文献索引：Back, Thomas G.; Collins, Scott Journal of Organic Chemistry, 1981 , vol. 46, # 16 p. 3249 - 3256

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被引用次数: 96

摘要

Results and Discussion Se-Phenyl p-tolueneselenosulfonate (la) and Se-phenyl benzeneselenosulfonate (lb)(Chart I) were obtained from the oxidation of the corresponding sulfonohydrazides with benzeneseleninic acid.* The reaction of la with cyclohexene in dichloromethane solution at room temperature proved too sluggish to be of value. However, addition of boron trifluoride etherate to the reaction mixture produced 89% of t runs-l-( ...