4.8 Article

Enantioselective Borylation of Aromatic C-H Bonds with Chiral Dinitrogen Ligands

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 25, Pages 7205-7208

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702628

Keywords

asymmetric catalysis; borylation; C-H activation; chiral dinitrogen ligand; iridium

Funding

  1. MSD Scholarship
  2. MOST [2015CB856600, 2013CB228102]
  3. NSFC [21332001, 21431008]
  4. NIH [GM-11581201]

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The borylation of C-H bonds catalyzed by transition metals has been investigated extensively in the past two decades, but no iridium-catalyzed enantioselective borylation of C-H bonds has been reported. We report a set of iridium-catalyzed enantioselective borylations of aromatic C-H bonds. This reaction relies on a set of newly developed chiral quinolyl oxazoline ligands. This process proceeds under mild conditions with good to excellent enantioselectivity, and the borylated products can be converted to enantioenriched derivatives containing new C-O, C-C, C-Cl, or C-Br bonds.

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