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C2-Symmetric Bis-Hydrazones as Ligands in the Asymmetric Suzuki-Miyaura Cross-Coupling

Antonio Bermejo, Abel Ros, Rosario Fernández and José M. Lassaletta*

*Instituto de Investigaciones Químicas (CSIC-US), C/ Américo Vespucio 49, 41092 Seville, Spain, Email:

A. Bermejo, A. Ros, R. Fernández, J. M. Lassaletta, J. Am. Chem. Soc., 2008, 130, 15798-15799.

DOI: 10.1021/ja8074693

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Glyoxal bis-hydrazone derived from (S,S)-1-amino-2,5-diphenylpyrrolidine is an excellent ligand for phosphine-free, asymmetric Suzuki-Miyaura cross couplings. The high catalytic activity of the [PdCl2(bis-hydrazone)] complex allows the synthesis of enantiomerically enriched biaryls with different substitution patterns with good enantioselectivities even at room temperature.

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Key Words

Suzuki Coupling, Biaryls

ID: J48-Y2008-3520