N-ALKYLATION AND [2,3]-SIGMATROPIC REARRANGEMENT OF N-ALLYL ALPHA-AMINO ESTERS

Authors
COLDHAM I MIDDLETON ML TAYLOR PL
Citation
I. Coldham et al., N-ALKYLATION AND [2,3]-SIGMATROPIC REARRANGEMENT OF N-ALLYL ALPHA-AMINO ESTERS, Journal of the Chemical Society. Perkin transactions. I, (20), 1997, pp. 2951-2952
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
20
Year of publication
1997
Pages
2951 - 2952
Database
ISI
SICI code
0300-922X(1997):20<2951:NA[RON>2.0.ZU;2-1
Abstract
N-Alkylation of N-allyl alpha-amino esters and [2,3]-Stevens rearrange ment occur in one pot on warming in the solvent DMF, with the bases K2 CO3 and DBU; this in situ formation of the quaternary ammonium salts a nd rearrangement of the subsequent ylides gives N,N-dialkylated allyl glycine derivatives.