3 years ago

Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts

Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts
Keisuke Asano, Seijiro Matsubara, Ryota Miyaji
Bifunctional catalysis to control the molecular conformations realizes the enantioselective syntheses of axially chiral quinoline derivatives, which have rarely been synthesized in an enantioselective catalytic manner, through the aromatic electrophilic halogenation of 3-(quinolin-8-yl)phenols. This protocol, which controls the reaction enantioselectivity through the use of mono-ortho-substituted substrates, also enables the synthesis of 8-arylquinolines bearing two different halogen groups in high enantioselectivity. More information can be found in the Communication by R. Miyaji, K. Asano, and S. Matsubara (DOI: 10.1002/chem.2011707).

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702325

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