title: Intramolecular ester enolate-imine cyclization reactions for the asymmetric synthesis of polycyclic β-lactams and cyclic β-amino acid derivatives.
abstract: Enolates of chiral N-(α-methyl-p-methoxybenzyl)-ω-imino-esters undergo intramolecular cyclization reactions to afford (syn)-aza-anions of β-amino esters in high dr that cyclize to afford N-(α-methyl-p-methoxybenzyl)-β-lactams that can be readily deprotected to afford their corresponding cyclic NH-β-lactams, β-amino esters, or β-amino acids.
authors: Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, UK.
authors: Caroline D
authors: CD
authors: Evans
authors: Mary F
authors: MF
authors: Mahon
authors: Philip C
authors: PC
authors: Andrews
authors: James
authors: J
authors: Muir
authors: Steven D
authors: SD
authors: Bull
mesh_terms: D000598:Amino Acids, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004952:Esters; D007097:Imines / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000598:Amino Acids, Cyclic; D004952:Esters; D007097:Imines; D047090:beta-Lactams