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Synfacts 2008(11): 1208-1208
DOI: 10.1055/s-0028-1083466
DOI: 10.1055/s-0028-1083466
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Highly Selective Chelate-Controlled Heck-Miyaura Coupling Reaction
J. H. Delcamp, A. P. Brucks, M. C. White*
University of Illinois, Urbana-Champaign, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. Oktober 2008 (online)
Significance
A new general and highly selective protocol for an oxidative chelate-controlled Heck-Miyaura coupling has been disclosed. The reaction proceeds with remarkably high regioselectivities and with preservation of the optical purity of proximal stereocenters. No Pd-H isomerization is observed under the mild reaction conditions leading to excellent E:Z selectivities (>20:1 in all cases).