Regioselective Intermolecular Allylic C−H Amination of Disubstituted Olefins via Rhodium/π‐Allyl Intermediates

A method for catalytic intermolecular allylic C−H amination of trans‐disubstituted olefins is reported. The reaction is efficient for a range of common nitrogen nucleophiles bearing one electron‐withdrawing group, and proceeds under mild reaction conditions. Good levels of regioselectivity are obser...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-10, Vol.56 (44), p.13666-13669
Hauptverfasser: Burman, Jacob S., Blakey, Simon B.
Format: Artikel
Sprache:eng
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Zusammenfassung:A method for catalytic intermolecular allylic C−H amination of trans‐disubstituted olefins is reported. The reaction is efficient for a range of common nitrogen nucleophiles bearing one electron‐withdrawing group, and proceeds under mild reaction conditions. Good levels of regioselectivity are observed for a wide range of electronically diverse trans‐β‐alkyl styrene substrates. A method for catalytic intermolecular allylic C−H amination of trans‐disubstituted olefins has been developed that is efficient for a range of common nitrogen nucleophiles bearing one electron‐withdrawing group (EWG), and proceeds under mild reaction conditions. Good levels of regioselectivity are observed for a wide range of electronically diverse trans‐β‐alkyl styrene substrates.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201707021