Tetrahedron

The invention of radical reactions. Part XXI. Simple methods for the radical deoxygenation of primary alcohols.

…, P Blundell, J Dorchak, DO Jang, JC Jaszberenyi

Index: Barton, Derek H. R.; Blundell, Paul; Dorchak, Joseph; Jang, Doo Ok; Jaszberenyi, Joseph Cs. Tetrahedron, 1991 , vol. 47, # 43 p. 8969 - 8984

Full Text: HTML

Citation Number: 62

Abstract

Novel radical-chain deoxygenations of primary alcohols are described. The alcohols are acylated with the reagents pentafluorophenyl chlorothionoformate, 2, 4, 6-trichlorophenyl chlorothionoformate and 4-fluorophenyl chlorothionoformate and the intermediate thionocarbonates are deoxygenated with tributyltin hydride, triphenylsilane, diphenylsilane or phenylsilane in high-yielding reactions.