Studies on the Morphine Alkaloids and Its Related Compounds. XVII. One-Step Preparations of Enol Ether and Pyrrolidinyl Dienamine of Normorphinone Derivatives

Abstract

One-step preparation of the pyrrolidinyl dienamine and the enol ethers including thebaine, which is only known Δ^{6, 8}-diene compound in the morphine alkaloids, from O, N-disubstituted-normorphinones including codeinone were described. The Δ^{6, 8}-diene compounds were oxidized to O, N-disubstituted-14-hydroxy-normorphinones with 30% hydrogen peroxide in formic acid.