Abstract Reported herein is a novel synthesis of clasto-lactacystin β-lactone. The γ-lactam core was selectively prepared by an intramolecular C–H insertion to establish the stereocenter, C (6). The ensuing construction of the quaternary C (5) and carbinol C (9) centers was facilitated by aldol with excellent stereoselection. All these new stereochemistries were induced by the inherent chirality of L-serine without employing ...
