A General Amino Acid Synthesis Enabled by Innate Radical Cross-Coupling

The direct union of primary, secondary, and tertiary carboxylic acids with a chiral glyoxylate-derived sulfinimine provides rapid access into a variety of enantiomerically pure alpha-amino acids (> 85 examples). Characterized by operational simplicity, this radical-based reaction enables the modular assembly of exotic alpha-amino acids, including both unprecedented structures and those of established industrial value. The described method performs well in high-throughput library synthesis, and has already been implemented in three distinct medicinal chemistry campaigns.