An aza-enolate alkylation strategy for the synthesis of alpha-alkyl-delta-amino esters and alpha-alkyl valerolactams

P J M Taylor, S D Bull, P C Andrews

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Alkylation of the aza-enolate of valerolactim methyl ether with electrophiles affords a-alkyl lactims that may be hydrolysed under mild acidic conditions to afford their corresponding alpha-alkyl-8-amino esters as their hydrochloride salts. Neutralisation of these salts with base results in smooth intramolecular cyclisation to afford their corresponding alpha-alkyl lactams in excellent yield.
Original languageEnglish
Pages (from-to)1347-1350
Number of pages4
JournalSynlett
Issue number9
DOIs
Publication statusPublished - 2006

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