Amination of grignard reagents with retention of configuration.
[see reaction]. The stereochemistry of electrophilic amination has been probed using the chiral Grignard reagent 5, in which the magnesium-bearing carbon atom is the sole stereogenic center. Amination with azidomethyl phenyl sulfide 1 and with O-sulfonyloxime 2 were found to proceed with full retention of configuration.
Hoffmann
R W
RW
Fachbereich Chemie der Philipps-Universität Marburg, D-35032 Marburg, Germany. rwho@chemie.uni-marburg.de
Hölzer
B
B
Knopff
O
O