Chelation Assisted Conversion of C-S Bonds into C-C Bonds

Abstract

When substrates contain more than two proximal heteroatoms which can interact symbiotically with a metallic species, one of these carbon-heteroatom bonds can be activated. This strategy has been applied for the nickel-catalyzed cross coupling reactions of certain rigid bisdithioacetals. Heteroatom substituents such as hydroxy, methoxy or amino groups also assist the alkenation of aliphatic dithioacetals; and homoallylic alcohols, ethers and amines are respectively obtained in reasonably good yields Polythioethers are converted into cyclopropane derivatives.