Synfacts 2009(6): 0656-0656  
DOI: 10.1055/s-0029-1216696
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Regioselective Deprotonation of cis-Stilbenes

Contributor(s): Paul Knochel, Tobias Thaler
T. Tricotet, P. Fleming, J. Cotter, A.-M. L. Hogan, C. Strohmann, V. H. Gessner, D. F. O’Shea*
University College Dublin, Ireland and Technische Universität Dortmund, Germany
Further Information

Publication History

Publication Date:
25 May 2009 (online)

Significance

A new stereo- and regioselective lithiation of cis-stilbenes has been developed. Under the reaction conditions Hα of the vinyl moiety is preferentially abstracted. The resulting lithiated compounds can be trapped with various electrophiles leading to a broad range of valuable compounds.