Organic Reducing Agents. Reduction of Electron Deficient Bromides by 1,2,2,6,6-Pentamethylpiperidine (PMP)/Mercaptoethanol

Article abstract of DOI:10.1016/0040-4039(95)00697-B

1,2,2,6,6-pentamethylpiperidine (PMP) is shown to be an effective reducing agent for the radical chain conversion of primary bromoesters in these reactions to the corresponding esters.The problem of inefficient reduction of tertiary bromoesters in these reactions has been overcome by the addition of an alkyl thiol which mediates the hydrogen atom transfer between the two hindered alkyl centers.