Stereoselective alkylation of N-Boc-protected-5-substituted delta-lactams: synthesis of alpha, delta-disubstituted delta-amino acids
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.
Casimir
JR
Laboratoire de Chimie Immunologique, UPR 9021 CNRS, Strasbourg, France.
Didierjean
C
Aubry
A
Rodriguez
M
Briand
JP
Guichard
G