Oxalates as Activating Groups for Alcohols in Visible Light Photoredox Catalysis: Formation of Quaternary Centers by Redox-Neutral Fragment Coupling

Alkyl oxalates are new bench-stable alcohol-activating groups for radical generation under visible light photoredox conditions. Using these precursors, the first net redox-neutral coupling of tertiary and secondary alcohols with electron-deficient alkenes is achieved.

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Bibliographic Details
Published in:Journal of the American Chemical Society 2015-09, Vol.137 (35), p.11270-11273
Main Authors: Nawrat, Christopher C, Jamison, Christopher R, Slutskyy, Yuriy, MacMillan, David W. C, Overman, Larry E
Format: Article
Language:English
Subjects:
Alcohols - chemistry
Catalysis
Light
Oxalates - chemistry
Oxidation-Reduction
Photochemical Processes
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Description
Summary:Alkyl oxalates are new bench-stable alcohol-activating groups for radical generation under visible light photoredox conditions. Using these precursors, the first net redox-neutral coupling of tertiary and secondary alcohols with electron-deficient alkenes is achieved.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b07678