Copper-Catalyzed Amino Lactonization and Amino Oxygenation of Alkenes Using O‑Benzoylhydroxylamines
A copper-catalyzed amino lactonization of unsaturated carboxylic acids has been achieved as well as the analogous intermolecular three-component amino oxygenation of olefins. The transformation features mild conditions and a remarkably broad substrate scope, offering a novel and efficient approach t...
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Veröffentlicht in: | Journal of the American Chemical Society 2016-05, Vol.138 (18), p.5813-5816 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A copper-catalyzed amino lactonization of unsaturated carboxylic acids has been achieved as well as the analogous intermolecular three-component amino oxygenation of olefins. The transformation features mild conditions and a remarkably broad substrate scope, offering a novel and efficient approach to construct a wide range of amino lactones as well as 1,2-amino alcohol derivatives. Mechanistic studies suggest that the reaction proceeds via a distinctive O-benzoylhydroxylamine-promoted electrophilic amination of alkenes. |
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ISSN: | 0002-7863 1520-5126 |
DOI: | 10.1021/jacs.6b02840 |