Asymmetric synthesis of axially chiral 1-aryl-5,6,7,8-tetrahydroquinolines by cobalt-catalyzed [2 + 2 + 2] cycloaddition reaction of 1-aryl-1,7-octadiynes and nitriles.
The asymmetric synthesis of a range of axially chiral 2-arylpyridines by a cobalt-catalyzed [2 + 2 + 2] cycloaddition reaction is described. The use of a planar chiral (1-neomenthylindenyl)cobalt(COD) complex under photochemical conditions is the key for reacting the 1-naphthyldiynes with a range of differently functionalized nitriles, giving the enantiomeric atropoisomers with high chemical yields and enantiomeric excesses of up to 94% ee.
Hapke
Marko
M
Leibniz-Institut für Katalyse e.V. (LIKAT) an der Universität Rostock, Albert-Einstein-Str. 29a, D-18059 Rostock, Germany. marko.hapke@catalysis.de
Kral
Karolin
K
Fischer
Christine
C
Spannenberg
Anke
A
Gutnov
Andrey
A
Redkin
Dmitry
D
Heller
Barbara
B