Journal
CHEMICAL COMMUNICATIONS
Volume 53, Issue 98, Pages 13093-13112Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc06287g
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Funding
- National Institute of General Medical Sciences [R35GM119652]
- Stony Brook University
- NIH Chemical-Biology training grant [T32GM092714]
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Single-electron reduction of C=O and C=N bonds of aldehydes, ketones, and imines results in the formation of ketyl and alpha-aminoalkyl anion radicals, respectively. These reactive intermediates are characterized by an altered electronic character with respect to their parent molecules and undergo a diverse range of synthetically useful transformations, which are not available to even-electron species. This Review summarizes the reactions of ketyl and alpha-aminyl radicals generated from carbonyl derivatives under transition-metal photoredox-catalysed conditions. We primarily focus on recent developments in the field, as well as give a brief overview of catalytic enantioselective transformations that provide a means to achieve precise stereocontrol over the reactivity of ion radicals.
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