Organocatalytic Atroposelective Friedländer Quinoline Heteroannulation
You-Dong Shao1, Meng-Meng Dong1, You-An Wang1
1Department of Chemistry and Chemical Engineering , Heze University , Heze 274015 , People's Republic of China.
Abstract:
An atroposelective Friedländer heteroannulation reaction of 2-aminoaryl ketones with α-methylene carbonyl derivatives has been developed for the first time with chiral phosphoric acid as an efficient organocatalyst. The desired enantioenriched axially chiral polysubstituted 4-arylquinoline architectures were prepared with good to high yields and enantioselectivities (up to 94% yield and up to 97% ee). Furthermore, the products can be readily derivatized to afford an array of new quinoline-containing heteroatropisomers, which hold great potential in asymmetric catalysis and drug discovery.
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