N-Alkylation and [2, 3]-sigmatropic rearrangement of N-allyl α-amino esters

I Coldham, ML Middleton, PL Taylor

Index: Coldham, Iain; Middleton, Mark L.; Taylor, Philip L. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 20 p. 2951 - 2952

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Abstract

N-Alkylation of N-allyl α-amino esters and [2, 3]-Stevens rearrangement occur in one pot on warming in the solvent DMF, with the bases K2CO3 and DBU; this in situ formation of the quaternary ammonium salts and rearrangement of the subsequent ylides gives N, N- dialkylated allyl glycine derivatives.