Litcius/Paper detail

Rhodium-Catalyzed Room Temperature C–C Activation of Cyclopropanol for One-Step Access to Diverse 1,6-Diketones

Bedadyuti Vedvyas Pati, Asit Ghosh, Ponneri C. Ravikumar

2020Organic Letters48 citationsDOI

Abstract

A rhodium-catalyzed room temperature C-C activation of cyclopropanol has been demonstrated for the single-step synthesis of a range of electronically and sterically distinct 1,6-diketones. This reaction proceeds efficiently in shorter reaction time following a highly atom-economical pathway. To illustrate the synthetic potential of 1,6-diketones, aldol and macrocyclization reactions have been successfully demonstrated. Preliminary mechanistic studies revealed the involvement of nonradical pathways.

Topics & Concepts

ChemistryRhodiumSteric effectsCatalysisAldol reactionCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Alkyne Reactions