Efficient route to atropisomeric ligands--application to the synthesis of MeOBIPHEP analogues |
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Authors: | Leseurre Lucie d'Herouville Florent Le Boucher Püntener Kurt Scalone Michelangelo Genêt Jean-Pierre Michelet Véronique |
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Institution: | Chimie ParisTech, UMR 7223, Laboratoire Charles Friedel 11 rue P. et M. Curie, 75231 Paris Cedex 05, France. |
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Abstract: | A highly efficient Pd-catalyzed P-C coupling reaction of easily accessible atropisomeric bisphosphane is described in the presence of various electron-poor aromatic iodides. The reactions are conducted in the presence of a Pd(II)/dppf catalyst in acetonitrile at 80 °C. The reaction conditions are compatible with several electron-withdrawing groups such as esters, cyano, chloro, and trifluoromethyl groups and lead to atropisomeric MeOBIPHEP derivatives in good to excellent yields and high enantiomeric purities. |
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