Issue 20, 2014

Autocatalytic one pot orchestration for the synthesis of α-arylated, α-amino esters

Abstract

A novel acetyl chloride-mediated cascade transformation involving three components (benzyl carbamate, ethyl glyoxylate and arene nucleophiles) is reported. Aryl orthogonally protected α-amino acids are obtained in a one pot cascade, using a mild AcOH–AcCl system, via a critical autocatalytic dehydration-activation step ensuring an original and efficient Friedel–Crafts orchestration.

Graphical abstract: Autocatalytic one pot orchestration for the synthesis of α-arylated, α-amino esters

Supplementary files

Article information

Article type
Communication
Submitted
20 Nov 2013
Accepted
09 Jan 2014
First published
13 Jan 2014

Chem. Commun., 2014,50, 2632-2634

Author version available

Autocatalytic one pot orchestration for the synthesis of α-arylated, α-amino esters

S. P. Roche, S. S. Samanta and M. M. J. Gosselin, Chem. Commun., 2014, 50, 2632 DOI: 10.1039/C3CC48884E

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