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Synfacts 2009(12): 1396-1396  
DOI: 10.1055/s-0029-1218175
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Fe-Catalyzed 1,4-Hydroboration of 1,3-Dienes

Contributor(s): Paul Knochel, Andreas J. Wagner
J. Y. Wu, B. Moreau, T. Ritter*
Harvard University, Cambridge, USA
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Publikationsdatum:
20. November 2009 (online)

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Significance

In this first report of an iron-catalyzed hydroboration of olefinic substrates, pinacolborane is regioselectively added to a variety of 1,3-dienes in the presence of catalytic amounts of FeCl2. Amongst various ligands tested for this reaction, iminopyridine ligands have shown to be highly effective, affording the borylated alkene products in high yields and excellent E/Z-selectivity.