Further syntheses with nitroxide α,β-unsaturated aldehydes and allylic bromides

Abstract

The enhanced reactivity of nitroxide allylic bromides is used for preparation of spin-labelled analogues of biologically active compounds (morphine, Nalorphine, barbituric acid, choline and acetyl choline). Nitroxide α,β-unsaturated aldehydes are reacted with phosphoranes to give nitroxide polyenes. The nitroxides are reduced to diamagnetic N-hydroxy hydrochloride salts, which can be converted in the presence of base to N-acetoxy derivatives.