Discrimination of enantiotopic iodine atoms by an iodine/magnesium exchange reaction

Authors
Schulze, V Hoffmann, RW
Citation
V. Schulze et Rw. Hoffmann, Discrimination of enantiotopic iodine atoms by an iodine/magnesium exchange reaction, CHEM-EUR J, 5(1), 1999, pp. 337-344
Citations number
32
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
5
Issue
1
Year of publication
1999
Pages
337 - 344
Database
ISI
SICI code
0947-6539(199901)5:1<337:DOEIAB>2.0.ZU;2-E
Abstract
An enantioselective iodine/magnesium exchange reaction between the diiodoal kane 4 and a chiral Grignard reagent 12 has been realized at - 78 degrees C in THE The resulting alpha-iodoalkylmagnesium reagents 13 are configuratio nally stable under these conditions and during trapping by a benzaldehyde/d imethylaluminium chloride system to furnish the iodohydrins 19 and epoxides 9.