Intramolecular ester enolate–imine cyclization reactions for the asymmetric synthesis of polycyclic β-lactams and cyclic β-amino acid derivatives

Caroline D Evans, Mary F Mahon, Philip C Andrews, James Muir, Steven D Bull

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Enolates of chiral N-(alpha-methyl-p-methoxybenzyl)-omega-imino-esters undergo intramolecular cyclization reactions to afford (syn)-aza-anions of beta-amino esters in high dr that cyclize to afford N-(alpha-methyl-p-methoxybenzyl)-beta-lactams that can be readily deprotected to afford their corresponding cyclic NH-beta-lactams, beta-amino esters, or beta-amino acids.
Original languageEnglish
Pages (from-to)6276-6279
Number of pages4
JournalOrganic Letters
Volume13
Issue number23
DOIs
Publication statusPublished - 2 Dec 2011

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