Green Chemistry of Barton-McCombic Deoxygenation of Alcohols

摘要

1.Introduction Radical deoxygenation of aliphatie alcohols is useful and important in organic synthesis.One of the most well-known methods is described by Barton and co-workers.It utilizes the combination of the radicophilic nature of the thiocarbonyl group of thionoearbonates and xanthates and Bu3SnH.Although BusSnH is the reagent most commonly used for effecting this reduction,it has some drawbacks related to the toxic organotin compounds. Considerable efforts have been made to devise more acceptable replacements such as silanes,dialkyl phosphates, and hypophosphorous acid and its salts instead of the tin hydride.Despite these efforts and in consideration of the prices of reagents, the control in radical reactions, and the simplicity of product separation,new methods for efficient and eost-effcitive deoxygenation processes are still in demand especially for preparing bulk chemicals avoiding scale-up problems.