Gold Catalysis in Glycosylation Reactions
Synlett. Bd. 2009. H. 20. Georg Thieme Verlag KG 2009 S. 3346 - 3348
Erscheinungsjahr: 2009
Publikationstyp: Zeitschriftenaufsatz
Sprache: Englisch
Doi/URN: 10.1055/s-0029-1218356
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Inhaltszusammenfassung
Glycosylation of alcohols containing acid-sensitive groups, as for example 1,2-5,6-di-O-isopropylidene-glucofuranose, Fmoc-threonine tert-butyl ester or farnesol, is achieved using glycosyl trichloroacetimidates activated by gold(I) chloride (5-10 mol%). While glycosylation with 2-O-acyl protected glycosyl donors proceeds with 1,2-trans-selectivity, non-neighboring group active glycosyldonors give mixtures of anomeric glycosides or aglycosides depending upon their structure and the reactivity...Glycosylation of alcohols containing acid-sensitive groups, as for example 1,2-5,6-di-O-isopropylidene-glucofuranose, Fmoc-threonine tert-butyl ester or farnesol, is achieved using glycosyl trichloroacetimidates activated by gold(I) chloride (5-10 mol%). While glycosylation with 2-O-acyl protected glycosyl donors proceeds with 1,2-trans-selectivity, non-neighboring group active glycosyldonors give mixtures of anomeric glycosides or aglycosides depending upon their structure and the reactivity of the glycosyl acceptor.» weiterlesen» einklappen
Klassifikation
DFG Fachgebiet:
Molekülchemie
DDC Sachgruppe:
Chemie