Rh(I)-Catalyzed [4+3]/[4+1] Cycloaddition of Diene-Vinylcyclopropanes and Carbon Monoxide to Access Angular 5/7/5 Tricycles

Chemistry. 2024 Jan 22;30(5):e202303407. doi: 10.1002/chem.202303407. Epub 2023 Dec 4.

Abstract

Report here is a Rh-catalyzed [4+3]/[4+1] cycloaddition of diene-vinylcyclopropanes (diene-VCPs) and carbon monoxide to access compounds with angular 5/7/5 tricyclic skeleton found in natural products. The reaction has broad scope and further transformation of the [4+3]/[4+1] cycloadduct was also investigated. How this [4+3]/[4+1] reaction occurs and why its competing [4+3] reaction is disfavored have been investigated computationally.

Keywords: Rh catalysis, 5/7/5 tricycle, mechanism; [4+3]/[4+1]; diene-VCPs.