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. 2001 Jun 14;3(12):1945-8.
doi: 10.1021/ol0160248.

Amination of grignard reagents with retention of configuration

R W Hoffmann  1 , B Hölzer, O Knopff
Affiliations

Amination of grignard reagents with retention of configuration

R W Hoffmann et al. Org Lett. .

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.

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