A. Stévenin, F.-D. Boyer, J.-M. Beau
SHORT COMMUNICATION
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Typical Procedure for the Glycosylation: Methyl 2,3,4-tri-O-benzyl-α-
d-glucopyranoside (4; 30 mg, 0.065 mmol), TTBP (32 mg,
0.129 mmol, 2 equiv.), and Fe(OTf)3·6.2DMSO (9 mg, 0.010 mmol,
15 mol-%) were added to 1β (50 mg, 0.129 mmol, 2 equiv.) in CH2Cl2
(1 mL). The reaction mixture was heated to 80 °C under microwave
conditions for 45 min then poured into a saturated aqueous solution
of NaHCO3 (20 mL) and extracted with CH2Cl2 (3ϫ 20 mL). The
combined organic layers were washed with brine (10 mL), dried with
Na2SO4, and concentrated under reduced pressure. The crude mate-
rial was purified by chromatography on silica gel (heptane/EtOAc,
8:2 to 4:6) to give 6 (50 mg, 98%) as an amorphous white solid.
Supporting Information (see footnote on the first page of this article):
General methods, experimental procedures, characterization data,
1
and copies of the H NMR and 13C NMR spectra of all new com-
pounds.
Acknowledgments
This study was financially supported by the Institut de Chimie des
Substances Naturelles (ICSN), the Centre National de la Recherche
Scientifique (CNRS) and the Institut National de la Recherche Ag-
ronomique (INRA).
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Received: January 17, 2012
Published Online: February 17, 2012
1702
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Eur. J. Org. Chem. 2012, 1699–1702