4.6 Article

Asymmetric Suzuki-Miyaura Cross-Coupling for the Synthesis of Chiral Biaryl Compounds as Potential Monophosphine Ligands

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 18, Pages 6673-6677

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406554

Keywords

asymmetric synthesis; biaryl compounds; cross-coupling; ligand design; phosphanes

Funding

  1. NSFC [21272100, 21472076]
  2. Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT: IRT1138]
  3. Program for New Century Excellent Talents in University [NCET-11-0215, lzujbky-2013-k07]

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Efficient asymmetric Suzuki-Miyaura coupling reactions have been employed for the first time to synthesize chiral biaryl compounds with phosphinate groups as chiral auxiliaries. A series of functionalized chiral biaryls are thereby synthesized in excellent yields and good diastereoselectivities (up to > 95: 5 d.r.) and axially chiral monophosphorus ligands are obtained through further functionalizations.

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