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Issue 20, 2014
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Autocatalytic one pot orchestration for the synthesis of α-arylated, α-amino esters

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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

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Publication details

The article was received on 20 Nov 2013, accepted on 09 Jan 2014 and first published on 13 Jan 2014


Article type: Communication
DOI: 10.1039/C3CC48884E
Citation: Chem. Commun., 2014,50, 2632-2634
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    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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