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Amination of grignard reagents with retention of configuration
R W Hoffmann1, B Hölzer, O Knopff
1Fachbereich Chemie der Philipps-Universität Marburg, D-35032 Marburg, Germany. rwho@chemie.uni-marburg.de
Organic Letters
|June 19, 2001
Abstract:
[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.