Cross‐Coupling of Allenamides and C‐Based Nucleophiles by Pd‐Catalyzed Allylic Alkylation

Cross‐Coupling of Allenamides and C‐Based Nucleophiles by Pd‐Catalyzed Allylic Alkylation

Pd‐catalyzed allylic alkylation of C‐based nucleophiles using both chiral and achiral allenamides is described. High yields were obtained to provide synthetically valuable (E)‐enamide products in high E : Z‐selectivity while generating a quaternary carbon atom. Some potential stereocontrolled applic...

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Veröffentlicht in:Israel journal of chemistry 2021-05, Vol.61 (5-6), p.332-339
Hauptverfasser: Sieber, Joshua D., Klake, Raphael K., Agrawal, Toolika, Ho, Dang Binh, Gargaro, Samantha L., Collins, Stephen, Edwards, Mytia D.
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
allenes
Cross coupling
C−C coupling
Nucleophiles
Palladium
Selectivity
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Zusammenfassung:Pd‐catalyzed allylic alkylation of C‐based nucleophiles using both chiral and achiral allenamides is described. High yields were obtained to provide synthetically valuable (E)‐enamide products in high E : Z‐selectivity while generating a quaternary carbon atom. Some potential stereocontrolled applications of the resultant (E)‐enamide functionality are described.
ISSN:0021-2148
1869-5868
DOI:10.1002/ijch.202000096