3 years ago

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

Regioselective Intermolecular Allylic C−H Amination of Disubstituted Olefins via Rhodium/π-Allyl Intermediates
Simon B. Blakey, Jacob S. Burman
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.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201707021

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