05/2014

The Davies group report a novel synthesis of beta-lactones via a dirhodium-catalyzed intramolecular C–H insertion.

The incorporation of a halo- or trifluoromethyl-substitutent at the ortho position on the aryl group of a donor/acceptor carbene effectively shuts down many of the deleterious intermolecular side reactions normally associated with these systems, enabling the intramolecular reaction profile.

Beta-lactones are structural motifs of significant pharmaceutical interest due to their biological activity and this represents a streamlined entry into these valuable molecules.