1054508-89-2Relevant academic research and scientific papers
Facile synthesis of the trans-fused azabicyclo[3.3.0]octane core of the palau'amines and the tricyclic core of the axinellamines from a common intermediate
Zancanella, Manuel A.,Romo, Daniel
supporting information; experimental part, p. 3685 - 3688 (2009/07/01)
(Chemical Equation Presented) A facile synthesis of the trans-fused azabicyclo[3.3.0]octane core of palau'amine and related pyrrole-imidazole alkaloids is described. Following γ-lactam cleavage with concomitant epimerization at C12 of a previously reported tricycle, a facile intramolecular Mitsunobu reaction delivered the fully functionalized tricyclic core common to several members of the oroidin-derived alkaloids including palau'amine. An alternative cyclization of a related intermediate provides the tricyclic aza-angular triquinane core of the axinellamines.
