Facile access to evodiakine enabled by aerobic copper-catalyzed oxidative rearrangement?

Organic & Biomolecular Chemistry Pub Date: 2019-09-25 DOI: 10.1039/C9OB01832H

Abstract

Oxidation as a fundamentally important method for the synthesis of complex structures is difficult to achieve in a selective manner. Evodiakine, a complex natural product possessing an unprecedented ring system (6/5/5/7/6), has a high oxidation state without a practical solution. Herein, we report the first synthesis of evodiakine via aerobic copper-catalyzed late-stage functionalization of evodiamine.

Graphical abstract: Facile access to evodiakine enabled by aerobic copper-catalyzed oxidative rearrangement
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