Diastereoselective synthesis of 2',3'-dideoxy-beta-C-glucopyranosides as intermediates for the synthesis of 2',3'-dideoxy-beta-D-glucopyranosyl-C-nucleosides.
An extension of the Vorbrüggen method of nucleotide synthesis for the synthesis of C-glucopyranosides, as intermediates for C-nucleosides, is described. It could be shown that the diastereoselectivity of the reaction can be tuned by a simple change of protecting groups.
Institute of Organic Chemistry, University of Zurich, Zurich, Switzerland.
Michael
M
Löpfe
Jay S
JS
Siegel
D015195:Drug Design; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D008722:Methods; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D005960:Glucosides; D009705:Nucleosides