Issue 84, 2013

Intramolecular arylation of amino acid enolates

Abstract

Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.

Graphical abstract: Intramolecular arylation of amino acid enolates

Supplementary files

Article information

Article type
Communication
Submitted
13 Aug 2013
Accepted
04 Sep 2013
First published
05 Sep 2013

Chem. Commun., 2013,49, 9734-9736

Intramolecular arylation of amino acid enolates

R. C. Atkinson, D. J. Leonard, J. Maury, D. Castagnolo, N. Volz and J. Clayden, Chem. Commun., 2013, 49, 9734 DOI: 10.1039/C3CC46193A

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