Download PDF
Synfacts 2010(8): 0929-0929  
DOI: 10.1055/s-0030-1257749
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

N-C Aryl Transfer via Umpolung Carbolithiation of Vinyl Ureas

Contributor(s): Paul Knochel, Tobias Thaler
J. Clayden*, M. Donnard, J. Lefranc, A. Minassi, D. J. Tetlow
University of Manchester, UK
Further Information

Publication History

Publication Date:
22 July 2010 (online)

   Permissions and Reprints

Significance

The umpolung carbolithiation of ­vinyl ureas was shown to result in an N-C aryl transfer allowing a fast access to tertiary alkyl amines. Notably, (E)- and (Z)-alkenyl ureas undergo this carbolithiation-rearrangement sequence diastereospecifically.