Barton-McCombie deoxygenation

What is Barton-McCombie deoxygenation?

The Barton-McCombie deoxygenation, also referred to as the Barton-McCombie reaction, is a chemical process that involves the removal of oxygen from alcohols. This is accomplished through the use of thiocarbonyl derivatives, which undergo free radical scission when treated with tri-n-butyltin hydride, Sn(Bu)3H.

Barton-McCombie deoxygenation - Barton-McCombie reaction - tri-n-butyltin hydride Sn(Bu)3H - general reaction scheme
Barton-McCombie deoxygenation


D.H.R. Barton, S.W. McCombie, “A new method for the deoxygenation of secondary alcohols” J. Chem. Soc., Perkin Trans. 1, 1975, 1574-1585
DOI: 10.1039/P19750001574