Modified Amino Acid‐Derived Phosphine‐Imine Ligands for Palladium‐Catalyzed Asymmetric Arylation of Cyclic N‐Sulfonyl Imines

A series of chiral phosphine‐imine ligands were synthesized starting with α‐amino acids and examined for palladium‐catalyzed asymmetric addition of arylboronic acids to cyclic N‐sulfonyl imines. High catalytic activities (up to 99% yield) and high enantioselectivities (up to 98% ee) were achieved fo...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2017-06, Vol.359 (11), p.1969-1975
Main Authors: Zhou, Bo, Li, Kaizhi, Jiang, Chunhui, Lu, Yixin, Hayashi, Tamio
Format: Article
Language:English
Subjects:
Amino acids
arylboronic acid
asymmetric arylation
Asymmetry
Catalysis
Chemical synthesis
cyclic sulfonyl imine
Imines
Ligands
Palladium
phosphine-imine
Ring structures
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Summary:A series of chiral phosphine‐imine ligands were synthesized starting with α‐amino acids and examined for palladium‐catalyzed asymmetric addition of arylboronic acids to cyclic N‐sulfonyl imines. High catalytic activities (up to 99% yield) and high enantioselectivities (up to 98% ee) were achieved for cyclic N‐sulfonyl aldimines and ketimines with five and six‐membered ring structures.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700003