Stereoselective Alkylation of N -Boc-protected-5-substituted δ-Lactams: Synthesis of α ,δ-Disubstituted δ-Amino Acids
2000; American Chemical Society; Volume: 2; Issue: 7 Linguagem: Inglês
10.1021/ol9913136
ISSN1523-7060
AutoresJ. Richard Casimir, Claude Didierjean, A. Aubry, Marc Rodriguez, Jean‐Paul Briand, Gilles Guichard,
Tópico(s)Synthesis and Catalytic Reactions
ResumoN-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.
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