4.7 Article

Dual photoredox and nickel-catalyzed desymmetric C-O coupling reactions: visible light-mediated enantioselective synthesis of 1,4-benzodioxanes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 21, Pages 3098-3102

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo00805a

Keywords

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Funding

  1. National Natural Science Foundation of China [21472057, 21572074, 21772052, 21772053]
  2. Natural Science Foundation of Hubei Province [2015CFA033, 2017AH047]

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1,4-Benzodioxane widely exists as the core structure in many therapeutic agents and bioactive natural compounds. Hence, to access this kind of molecule, an enantioselective desymmetric C-O cross coupling reaction has been developed through dual visible light photoredox and nickel catalysis. Notably, the use of an axially chiral 2,2-bipyridine ligand is the key to success. A series of chiral 1,4-benzodioxanes were afforded in high yields and moderate to good enantioselectivity under mild reaction conditions.

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