Synfacts 2010(11): 1283-1283  
DOI: 10.1055/s-0030-1258723
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed γ-Arylation of α,β-Unsaturated Esters from Silyl Ketene Acetals

Contributor(s): Paul Knochel, Andreas J. Wagner
D. S. Huang, J. F. Hartwig*
University of Illinois at Urbana-Champaign, USA
Further Information

Publication History

Publication Date:
21 October 2010 (online)

Significance

Herein, a new γ-selective arylation of α,β-unsaturated esters is reported by coupling aryl, heteroaryl or vinyl halides with the corrsponding silicon dienolates. The procedure tolerates ­reactive functional groups and proceeds in high yields even for sterically challenging substrates. The products are valuable compounds only available in multi-step sequences by conventional methods.