1,4-Shift of hydrogen from carbon to carbon in the lead tetra-acetate oxidation of monocyclic and acyclic alcohols

Abstract

The use of α-deuteriated substrates has established that in the lead tetra-acetate oxidation of certain secondary alicyclic and open-chain alcohols, ketone formation proceeds, in part, by 1,4-transfer of hydrogen from the carbinol (α) carbon atom to the δ-carbon atom.