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2005
Carbohydrates
U 0500
Synthesis of Postulated Molecular Probes: Stereoselective Free-Radical-Mediated
in Tandem with Hydrogen Transfer. — In the presence of Bu3SnH
24- 180 C-Glycosylation
glycosyl halides are found to undergo highly diastereoselective coupling with unsaturated diesters to afford products of type (III). This method can be applied successfully
to the stereoselective synthesis of new pseudo-trisaccharides such as (IIIb) which are
of biological interest. The steric nature of alkyl radicals and O-protecting groups plays
an important role concerning the stereoselective outcome. — (GUINDON*, Y.;
BENCHEQROUN, M.; BOUZIDE, A.; J. Am. Chem. Soc. 127 (2005) 2, 554-558;
Bio-org. Chem. Lab., Inst. Rech. Clin., Montreal, Que. H2W 1R7, Can.; Eng.) —
Jannicke
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