Synlett

An aza-enolate alkylation strategy for the synthesis of α-alkyl-δ-amino esters and α-alkyl valerolactams

PJM Taylor, SD Bull, PC Andrews

Index: Taylor, Piers J. M.; Bull, Steven D.; Andrews, Philip C. Synlett, 2006 , # 9 p. 1347 - 1350

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Citation Number: 5

Abstract

Abstract Alkylation of the aza-enolate of valerolactim methyl ether with electrophiles affords α-alkyl lactims that may be hydrolysed under mild acidic conditions to afford their corresponding α-alkyl-δ-amino esters as their hydrochloride salts. Neutralisation of these salts with base results in smooth intramolecular cyclisation to afford their corresponding α- alkyl lactams in excellent yield.