AUTHOREA
Log in
Sign Up
Browse Preprints
LOG IN
SIGN UP
All Authorea-powered sites will be offline 6am-10am EDT Tuesday 11 June
for
Essential Maintenance
. We apologise for any inconvenience.
Guangyu Cui
Public Documents
1
Asymmetric Hydrogenation of Phenanthridines with Chiral Boranes
Guangyu Cui
and 2 more
October 31, 2023
The asymmetric hydrogenation of N-heteroarenes provides an efficient method for the synthesis of optically active cyclic secondary amines. In this paper, we described an asymmetric hydrogenation of phenanthridines using a chiral mono-alkene-derived borane. A variety of dihydrophenanthridines were furnished in high yields with up to 93% ee. The current catalytic system was very sensitive for the steric hindrance of phenanthridines. Bulky substituents at one phenyl group of phenanthridines were required to obtain the high enantioselectivity. But large substituents adjacent to the C=N bonds would diminish the reactivity sharply.