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Electrochemical Bromination of Peracetylated Glycals
Author(s) -
Čolović Marija,
Vukićević Mirjana,
Šegan Dejan,
Manojlović Dragan,
Sojic Neso,
Somsák László,
Vukićević Rastko D.
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200700310
Subject(s) - halogenation , bromine , chemistry , dichloromethane , acetonitrile , bromide , selectivity , organic chemistry , electrochemistry , catalysis , solvent , electrode
Bromination of glycals with tribromides formed in situ from bromine and different bromide salts in dichloromethane (DCM) or acetonitrile (AN) was found to give predominantly the products of anti addition of bromine from the C‐6 side in high yields. The same selectivity, which was much higher compared to bromination with bromine alone, was achieved in bromination of these substrates by anodic generation of bromine from the same salts.