Acyclic stereocontrol in the catalytic C-H amination of benzylic methylene groups.
Diastereotopos-differentiation is the key feature of the catalytic C-H amination at the benzylic position of substrate 1. Essentially independent of the functional group X (X = COOMe, PO(OEt)(2), SO(2)Ph, NO(2), CN, OAc), the depicted products 2 are formed with good (dr = 80/20) to excellent (dr > 95/5) diastereoselectivity. The reaction proceeds without racemization and possesses potential for the C-H amination of open-chain substrates.
Nörder
Anike
A
Lehrstuhl für Organische Chemie I and Catalysis Research Center, Technische Universität München, Lichtenbergstr. 4, 85747 Garching, Germany.
Herrmann
Pavel
P
Herdtweck
Eberhard
E
Bach
Thorsten
T