4.6 Article

Regiospecific Intermolecular Aminohydroxylation of Olefins by Photoredox Catalysis

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 33, Pages 11677-11680

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201501590

Keywords

amination; carbocations; electron transfer; homogeneous catalysis; photochemistry

Funding

  1. Ministry of Education, Culture, Sports, Science of the Japanese Government [26288045, 15K13689]
  2. Grants-in-Aid for Scientific Research [26288045, 15K13689] Funding Source: KAKEN

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A simple and regiospecific aminohydroxylation of olefins by photoredox catalysis has been developed. N-protected 1-aminopyridinium salts are the key compounds and serve as amidyl radical precursors by the action of Ir photocatalysts, fac-[Ir(ppy)(3)] and [Ir(ppy)(2)(dtbbpy)](PF6) (ppy=2-pyridylphenyl, dtbbpy=4,4-di-tert-butyl-2,2-bipyridine). The present photocatalytic system allows for synthesis of vicinal aminoalcohol derivatives from olefins with various functional groups under mild reaction conditions with easy handling.

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