A novel synthetic route to chiral γ-lactams from α-amino acids via Rh-catalyzed intramolecular C-H insertion

Article abstract of DOI:10.1021/jo0259717

Highly functionalized γ-lactams are key intermediates for the synthesis of numerous biologically significant natural products. We herein described the synthesis of various chiral γ-lactams via intramolecular C-H insertion of α-diazo-α-(phenylsulfonyl)acetamides derived from α-amino acids, which possess various functional groups. The cyclizations were highly regio- and stereoselective to afford chiral γ-lactam motifs in high yields.