Ruthenium Pybox-Catalyzed Enantioselective Intramolecular C-H Amination of Sulfamoyl Azides en Route to Chiral Vicinal Diamines
Xin Nie, Zihan Yan, Sergei Ivlev and Eric Meggers*
*Fachbereich Chemie, Philipps-Universität Marburg,
Hans-Meerwein-Strasse 4, 35043 Marburg, Germany, Email: meggerschemie.uni-marburg.de
X. Nie, Z. Yan, S. Ivlev, E. Meggers, J. Org. Chem., 2021, 86, 750-761.
see article for more reactions
Abstract
A catalytic asymmetric ring-closing 1,5-C-H amination of sulfamoyl azides provides chiral 1,2,5-thiadiazolidine-1,1-dioxides in up to 98% yield and up to 98% ee if the C-H bond is in a benzylic position. The reaction is catalyzed by a recently introduced simple chiral ruthenium bis(oxazoline) (pybox) complex.
see article for more examples
Key Words
N-heterocycles, S-heterocycles, 1,2-diamines
ID: J42-Y2021