Amination of Grignard reagents with retention of configuration

Authors
Hoffmann, RW Holzer, B Knopff, O
Citation
Rw. Hoffmann et al., Amination of Grignard reagents with retention of configuration, ORG LETT, 3(12), 2001, pp. 1945-1948
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
12
Year of publication
2001
Pages
1945 - 1948
Database
ISI
SICI code
1523-7060(20010614)3:12<1945:AOGRWR>2.0.ZU;2-H
Abstract
[GRAPHICS] The stereochemistry of electrophilic amination has been probed using the ch iral Grignard reagent 5, in which the magnesium bearing carbon atom is the sole stereogenic center. Amination with azidomethyl phenyl sulfide 1 and wi th O-sulfonyloxime 2 were found to proceed with full retention of configura tion.