Rh-Catalyzed Hydroformylation-Initiated Bicyclization: Construction of Azabicyclic Systems

ACS Omega
2020.0

Abstract

Here, we describe the recent progress toward construction of 1-azabicyclic structures using a domino hydroformylation double cyclization strategy of an amide bearing the trisubstituted alkene functionality. The method provides a rapid and atom-economic access to alkaloid structures under mild conditions, especially for quinolizidine and pyrrolidine-fused azepane skeletons with yields up to 82% and good diastereoselectivity. Subsequent oxidative cleavage conditions are developed for the synthesis of Dendrobatid alkaloid epi-epiquinamide. CI - Copyright (c) 2020 American Chemical Society.

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