NiH-Catalyzed Regio- and Enantioselective Hydroalkylation for the Synthesis of β- or γ‑Branched Chiral Aromatic N‑Heterocycles

A nickel hydride-catalyzed regio- and enantioselective hydroalkylation reaction was developed to give access to a library of chiral β- or γ-branched aromatic N-heterocycles. This intriguing asymmetric transformation features excellent selectivities, step- and atom-economies, and generating two kinds...

Full description

Saved in:
Bibliographic Details
Published inJournal of the American Chemical Society Vol. 145; no. 40; pp. 22122 - 22134
Main Authors Yang, Ju-Song, Lu, Ka, Li, Chen-Xiao, Zhao, Zu-Hang, Zhang, Fu-Min, Zhang, Xiao-Ming, Tu, Yong-Qiang
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 11.10.2023
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
STYRENES
REAGENTS
ASYMMETRIC CONJUGATE ADDITION
COUPLING REACTIONS
ACIDS
PYRIDINE
LIGAND
HYDROARYLATION
Online AccessGet full text

Cover

More Information
Summary:A nickel hydride-catalyzed regio- and enantioselective hydroalkylation reaction was developed to give access to a library of chiral β- or γ-branched aromatic N-heterocycles. This intriguing asymmetric transformation features excellent selectivities, step- and atom-economies, and generating two kinds of chiral products through one synthetic strategy. Furthermore, the possible reaction mechanism was extensively investigated using numerous control experiments and density functional theory calculations.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.3c07919