4.7 Article

Recent developments in transition-metal photoredox-catalysed reactions of carbonyl derivatives

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 98, Pages 13093-13112

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc06287g

Keywords

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Funding

  1. National Institute of General Medical Sciences [R35GM119652]
  2. Stony Brook University
  3. 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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