4.8 Article

Enantioselective Cobalt-Catalyzed Reductive Cross-Coupling for the Synthesis of Axially Chiral Phosphine-Olefin Ligands

Journal

ACS CATALYSIS
Volume 11, Issue 22, Pages 14008-14015

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c04128

Keywords

Co-catalysis; atropisomers; enantioselective reductive cross-coupling; axially chiral phosphine oxide; chiral phosphine-olefin ligands

Funding

  1. National Natural Science Foundation of China [21532001]

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This study presents a general process for the enantioselective Co-catalyzed reductive cross-coupling reaction, successfully constructing C(sp(2))-C(sp(2)) bonds and obtaining axially chiral phosphine oxide compounds with good enantioselectivity. The catalyst system shows practical potential in forming axially chiral ligands and other functional atropisomers.
Transition-metal-catalyzed enantioselective crosselectrophile coupling reactions to construct C(sp(2))-C(sp(2)) bonds remain a challenge. Herein, we report a general process for the enantioselective Co-catalyzed reductive cross-coupling reaction of o-(bromo)arylphosphine oxide substrates and vinyl triflates, delivering axially chiral phosphine oxide compounds with good chemo-and enantioselectivity. A broad range of axially chiral compounds was obtained with excellent enantioselectivities, and the practical potential of this catalyst system was demonstrated by the versatile formation of axially chiral ligands and other functional atropisomers.

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