Photoredox catalysis is a powerful avenue of synthetic research for the development of new carbon-carbon bond forming reactions. Using visible-light photoredox catalysis allows for access to reactive intermediates under mild conditions. We have developed a method for the generation of 1,3-dicarbonyl radicals from β-keto esters via photocatalyzed single electron transfer (SET) oxidation of an enolate intermediate. These dicarbonyl radicals underwent intramolecular addition to alkenes, followed by reduction by hydrogen atom transfer or by intermolecular coupling to styrenes. In a single step, successive intra- and intermolecular radical-alkene coupling gave access to a stereochemically rich structure with two new carbon-carbon bonds and up to three stereocenters.

Photoredox-catalyzed alkene hydroalkylation and dialkylation

2019 Spring National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.