Regioselective and Stereospecific Cross-Coupling of Primary Allylic Amines with Boronic Acids and Boronates through Palladium-Catalyzed CN Bond Cleavage

The NH2 group serves as an effective leaving group in the palladium‐catalyzed regioselective and stereospecific title reaction (see scheme). The reaction works well with aryl‐ and alkenylboronic acids and aryl‐, alkenyl‐, allyl‐, and benzylboronates, and complete transfer of chirality has been achie...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-03, Vol.51 (12), p.2968-2971
Hauptverfasser: Li, Man-Bo, Wang, Yong, Tian, Shi-Kai
Format: Artikel
Sprache:eng
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Zusammenfassung:The NH2 group serves as an effective leaving group in the palladium‐catalyzed regioselective and stereospecific title reaction (see scheme). The reaction works well with aryl‐ and alkenylboronic acids and aryl‐, alkenyl‐, allyl‐, and benzylboronates, and complete transfer of chirality has been achieved when using α‐chiral primary allylic amines as the allylic electrophiles.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201109171