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Gas Chromatographic Investigation of the Boron Trifluoride Etherate-Induced Formation and Anomerisation of Glucopyranosides

Ellervik, Ulf LU ; Jansson, Karl and Magnusson, Göran LU (1998) In Journal of Carbohydrate Chemistry 17(4-5). p.777-784
Abstract
Boron trifluoride etherate-induced glucosylation of methanol, 1-propanol, 2-propanol, 2-bromoethanol, and 3-bromo-2-(bromomethyl)propan-1-ol, using 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose as donor, gave the corresponding β-glucopyranosides. The α-glucosides and 1,2,3,4,6-penta-O-acetyl-α-D-glucopyranose were formed as byproducts in varying amounts, according to GLC analysis. The propensity of the different glucopyranosides to anomerize was determined in separate experiments.
Please use this url to cite or link to this publication:
author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Carbohydrate Chemistry
volume
17
issue
4-5
pages
777 - 784
publisher
Marcel Dekker
external identifiers
  • scopus:0032399596
ISSN
0732-8303
DOI
10.1080/07328309808002351
language
English
LU publication?
yes
id
650e6b03-3db1-4c0e-9758-ed234be0209c
date added to LUP
2023-08-10 14:59:55
date last changed
2023-08-15 09:27:27
@article{650e6b03-3db1-4c0e-9758-ed234be0209c,
  abstract     = {{Boron trifluoride etherate-induced glucosylation of methanol, 1-propanol, 2-propanol, 2-bromoethanol, and 3-bromo-2-(bromomethyl)propan-1-ol, using 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose as donor, gave the corresponding β-glucopyranosides. The α-glucosides and 1,2,3,4,6-penta-O-acetyl-α-D-glucopyranose were formed as byproducts in varying amounts, according to GLC analysis. The propensity of the different glucopyranosides to anomerize was determined in separate experiments.}},
  author       = {{Ellervik, Ulf and Jansson, Karl and Magnusson, Göran}},
  issn         = {{0732-8303}},
  language     = {{eng}},
  number       = {{4-5}},
  pages        = {{777--784}},
  publisher    = {{Marcel Dekker}},
  series       = {{Journal of Carbohydrate Chemistry}},
  title        = {{Gas Chromatographic Investigation of the Boron Trifluoride Etherate-Induced Formation and Anomerisation of Glucopyranosides}},
  url          = {{http://dx.doi.org/10.1080/07328309808002351}},
  doi          = {{10.1080/07328309808002351}},
  volume       = {{17}},
  year         = {{1998}},
}