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

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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… Click to show full abstract

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.

Keywords: photoredox nickel; catalyzed desymmetric; dual photoredox; visible light; nickel catalyzed

Journal Title: Organic chemistry frontiers
Year Published: 2018

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