Premium
Inside Cover: Induction of Axial Chirality in 8‐Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts (Chem. Eur. J. 42/2017)
Author(s) -
Miyaji Ryota,
Asano Keisuke,
Matsubara Seijiro
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702325
Subject(s) - enantioselective synthesis , bifunctional , halogenation , chemistry , electrophile , chirality (physics) , quinoline , catalysis , halogen , axial chirality , combinatorial chemistry , stereochemistry , organic chemistry , chiral symmetry breaking , physics , alkyl , quantum mechanics , nambu–jona lasinio model , quark
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 on page 9996.