Deoxygenation of tertiary and secondary alcohols ROH by thiol-catalysed radical-chain redox decomposition of derivatives ROCH 2 X to give RH and XCHO

HS Dang, BP Roberts

Index: Dang, Hai-Shan; Roberts, Brian P. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 9 p. 1161 - 1170

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Abstract

Compounds of the type ROCH 2 X, in which the substituent X is an electron-donating alkoxy, aryl or amido group, undergo thiol-catalysed radical-chain decomposition to give RH and XCHO. This reaction has been applied for the deoxygenation of representative tertiary and secondary alcohols ROH under metal-free conditions that require no stoichiometric co- reactant. Of the derivatives investigated, methoxymethyl (MOM) ethers and 1- ...