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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.