title: Stereoselective alkylation of N-Boc-protected-5-substituted delta-lactams: synthesis of alpha, delta-disubstituted delta-amino acids
abstract: N-Boc-protected-5-substituted delta-lactams were readily prepared from the corresponding beta 3-amino acids. Alkylation reactions of their Na enolates with various electrophiles proceeded in high yields with high facial selectivity. The structure of the alkylation products was confirmed by single-crystal X-ray analysis. This method provides a fast access to optically active alpha, delta-disubstituted delta-amino acids.
authors.affiliation: Laboratoire de Chimie Immunologique, UPR 9021 CNRS, Strasbourg, France.
authors.initials: JR
authors.lastname: Casimir
authors.initials: C
authors.lastname: Didierjean
authors.initials: A
authors.lastname: Aubry
authors.initials: M
authors.lastname: Rodriguez
authors.initials: JP
authors.lastname: Briand
authors.initials: G
authors.lastname: Guichard