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.
Keywords:
bromination / constant current electrolysis / glycals / tribromides
Source:
Advanced Synthesis and Catalysis, 2008, 350, 1, 29-34
TY - JOUR
AU - Colovic, Marija
AU - Vukicevic, Mirjana
AU - Šegan, Dejan M.
AU - Manojlović, Dragan D.
AU - Šojić, Nešo
AU - Somsak, Laszlo
AU - Vukicevic, Rastko D.
PY - 2008
UR - https://cherry.chem.bg.ac.rs/handle/123456789/909
AB - 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.
PB - Wiley-V C H Verlag Gmbh, Weinheim
T2 - Advanced Synthesis and Catalysis
T1 - Electrochemical bromination of peracetylated glycals
VL - 350
IS - 1
SP - 29
EP - 34
DO - 10.1002/adsc.200700310
UR - Kon_1862
ER -
@article{
author = "Colovic, Marija and Vukicevic, Mirjana and Šegan, Dejan M. and Manojlović, Dragan D. and Šojić, Nešo and Somsak, Laszlo and Vukicevic, Rastko D.",
year = "2008",
abstract = "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.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Advanced Synthesis and Catalysis",
title = "Electrochemical bromination of peracetylated glycals",
volume = "350",
number = "1",
pages = "29-34",
doi = "10.1002/adsc.200700310",
url = "Kon_1862"
}
Colovic, M., Vukicevic, M., Šegan, D. M., Manojlović, D. D., Šojić, N., Somsak, L.,& Vukicevic, R. D.. (2008). Electrochemical bromination of peracetylated glycals. in Advanced Synthesis and Catalysis
Wiley-V C H Verlag Gmbh, Weinheim., 350(1), 29-34.
https://doi.org/10.1002/adsc.200700310
Kon_1862
Colovic M, Vukicevic M, Šegan DM, Manojlović DD, Šojić N, Somsak L, Vukicevic RD. Electrochemical bromination of peracetylated glycals. in Advanced Synthesis and Catalysis. 2008;350(1):29-34.
doi:10.1002/adsc.200700310
Kon_1862 .
Colovic, Marija, Vukicevic, Mirjana, Šegan, Dejan M., Manojlović, Dragan D., Šojić, Nešo, Somsak, Laszlo, Vukicevic, Rastko D., "Electrochemical bromination of peracetylated glycals" in Advanced Synthesis and Catalysis, 350, no. 1 (2008):29-34,
https://doi.org/10.1002/adsc.200700310 .,
Kon_1862 .
