Diastereoselective Hydroacylation of Cyclopropenes by Visible-Light Photocatalysis
Sourabh Biswas, Palasetty Chandu, Sumit Garai, Devarajulu Sureshkumar
Abstract
An efficient and general strategy for the hydroacylation of cyclopropene is disclosed for synthesizing various 2-acylcyclopropane derivatives under mild reaction conditions. High functional group tolerance of this protocol features a novel route to access a divergent synthesis of acylated cyclopropane in a diastereoselective manner by photoinduced decarboxylation of α-ketoacid followed by acyl radical addition to cyclopropene. Additionally, the regioselective addition of acyl radical at the least substituted olefinic carbon center with trans -selective fashion makes this protocol more appealing toward natural product development.
Topics & Concepts
CyclopropeneChemistryCyclopropaneHydroacylationRegioselectivityDecarboxylationFunctional groupPhotocatalysisPhotochemistryCombinatorial chemistryOrganic chemistryCatalysisRing (chemistry)AldehydePolymerCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions