ChemInform Abstract: Lead Tetraacetate Oxidation of (.+‐.)‐N‐Acylnoraporphines: Facile Synthesis of 4α‐Hydroxynoraporphines and 4α‐Hydroxyaporphines.

Abstract

Lead Tetraacetate Oxidation of (±)-N-Acylnoraporphines: Facile Synthesis of 4α-Hydroxynoraporphines and 4α-Hydroxyaporphines. -Oxidation of the N-trifluoroacetylwilsonirine (I) with lead tetraacetate gives the 4α-acetoxy derivative (III) exclusively. It can be easily converted to the 4α-hydroxynoraporphines (IV), (VII), and (VIII). The N-ethoxycarbonyl analogue (IX) yields the 4α-hydroxyaporphine (X) by similar oxidation procedure. -(OGASAWARA, H.; SUZUKI, M.; SHIOHARA, T.; HOSHINO, O.; Heterocycles 47 (1998) 2, 911-919; Fac. Pharm. Sci., Sci. Univ. Tokyo, Shinjuku, Tokyo 162, Japan; EN)