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Synfacts 2009(6): 0667-0667  
DOI: 10.1055/s-0029-1216695
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

N to C Aryl Migration in Lithiated Carbamates

Contributor(s): Paul Knochel, Tobias Thaler
J. Clayden*, W. Farnaby, D. M. Grainger, U. Hennecke, M. Mancinelli, D. J. Tetlow, I. H. Hillier*, M. A. Vincent
University of Manchester, UK
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Publikationsdatum:
25. Mai 2009 (online)

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Significance

Lithiated carbamates undergo versatile reactions ranging from simple quenching with electrophiles to 1,2-acyl transfer reactions providing α-hydroxamides. In this article, a remarkable N to C 1,4-aryl migration in lithiated carbamates is described. This method can be efficiently used for the synthesis of α-arylated benzylic alcohols.