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Research + Discoveries

Malcolmson Lab Illustrates Olefins as Alkylating Agents for Enantioselective Synthesis

The Malcolmson lab has demonstrated that olefins may act as alkylating agents for the enantioselective intermolecular addition of enol-type nucleophiles under Pd catalysis. Typically, polarized electrophiles are required for couplings with enolates/enols or their equivalents, reducing atom economy and potentially functional group tolerance. In this work, Prof. Malcolmson, graduate student Nathan Adamson, and undergraduate Katie Wilbur show that activated pronucleophiles undergo enantioselective addition to a variety of acyclic dienes to generate several classes of unsaturated carbonyls bearing allylic stereogenic centers. Read more about this methodology here in The Journal of the American Chemical Society.