Total Synthesis of the Marine Sponge Alkaloid Motuporamine C Using a Ramberg‐Bäcklund Ring Contraction Strategy

ChemistrySelect
2022.0

Abstract

A new total synthesis of the marine alkaloid motuporamine C, a macrocyclic polyamine alkaloid from the marine sponge Xestospongia exigua, has been accomplished. Key steps of this synthesis include application of Ramberg-Backlund rearrangement for achieving the 15-membered aza-macrocyclic alkene and Rh(II)-catalyzed deoxygenation of epoxide for the conversion of E- to Z-configuration of the double bond within the cyclic structure.

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