Synthesis of dibromoolefins via a tandem ozonolysis–dibromoolefination reaction

In this Letter we outline the synthesis of a variety of dibromoolefins (DBOs) from a series of alkenes by coupling an oxidative cleavage and a reaction with a phosphorous ylide. This approach strategically avoids isolation of reactive aldehyde intermediates and presents one of the few examples coupling carbon–carbon bond formation with ozonolysis.