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

Sieber Joshua D. | Zendy; Klake Raphael K. | Zendy; Agrawal Toolika | Zendy; Ho Dang Binh | Zendy; Gargaro Samantha L. | Zendy; Collins Stephen | Zendy; Edwards Mytia D. | Zendy

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

Author(s) -

Sieber Joshua D.,

Klake Raphael K.,

Agrawal Toolika,

Ho Dang Binh,

Gargaro Samantha L.,

Collins Stephen,

Edwards Mytia D.

Publication year - 2021

Publication title -

israel journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.908

H-Index - 54

eISSN - 1869-5868

pISSN - 0021-2148

DOI - 10.1002/ijch.202000096

Subject(s) - chemistry , nucleophile , tsuji–trost reaction , alkylation , allylic rearrangement , catalysis , selectivity , coupling (piping) , combinatorial chemistry , quaternary carbon , enantioselective synthesis , organic chemistry , mechanical engineering , engineering

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.

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