Tetrahedron

Methoxychlorination and dimethoxylation of alkenes the reactions of substituted styrenes with phenylselenenyl chloride in methanol

M Tiecco, L Testaferri, M Tingoli, D Chianelli, D Bartoli

Index: Tiecco, Marcello; Testaferri, Lorenzo; Tingoli, Marco; Chianelli, Donatella; Bartoli, Donatella Tetrahedron, 1988 , vol. 44, # 8 p. 2261 - 2272

Full Text: HTML

Citation Number: 35

Abstract

The addition of PhSeCl to α-and β-substituted styrenes in methanol is regio-and stereospecific and affords the products of methoxyselenenylation. These compounds further react with PhSeCl to give the deselenenylation products. In the case of α-substituted styrenes, 1-methoxy, 2-chloroalkanes are produced, whereas with β-substituted styrenes the major reaction products are the 1, 2-dimethoxyalkanes and the 2, 2-dimethoxyalkanes in ...