✦ LIBER ✦

Discrimination of Enantiotopic Iodine Atoms by an Iodine/Magnesium Exchange Reaction

✍ Scribed by Volker Schulze; Reinhard W. Hoffmann

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 151 KB
Volume: 5
Category: Article
ISSN: 0947-6539
DOI: 10.1002/(sici)1521-3765(19990104)5:1<337::aid-chem337>3.0.co;2-p

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✦ Synopsis

An enantioselective iodine/magnesium exchange reaction between the diiodoalkane 4 and a chiral Grignard reagent 12 has been realized at À 78 8C in THF. The resulting a-iodoalkylmagnesium reagents 13 are configurationally stable under these conditions and during trapping by a benzaldehyde/dimethylaluminium chloride system to furnish the iodohydrins 19 and epoxides 9.

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