Issue 21, 2018

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

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
01 août 2018
Accepted
15 sept. 2018
First published
17 sept. 2018

Org. Chem. Front., 2018,5, 3098-3102

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

Q. Zhou, F. Lu, D. Liu, L. Lu and W. Xiao, Org. Chem. Front., 2018, 5, 3098 DOI: 10.1039/C8QO00805A

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