The use of O-glycosyl trichloroacetimidates in the synthesis of unsymmetrical trehalose analogues
作者： Tor E.C.L. Ronnow , Morten Meldal , Klaus Bock
DOI: 10.1016/S0957-4166(00)86287-4
关键词: Carbon-13 NMR 、 Trehalose 、 Monosaccharide 、 Chemistry 、 Stereochemistry 、 Glycosyl 、 Glycosylation 、 Maltose 、 Organic chemistry
摘要: Abstract The coupling of O -glycosyl trichloroacetimidates with 2,3,4,6-tetra- -benzylated monosaccharides ( gluco, manno, galacto ) promoted by TMSOTf is described, and the compositions crude reaction mixtures, determined 13 C NMR spectroscopy, are presented. Unsymmetrical trehalose derivatives can be synthesized such couplings. versatility for synthesis analogues has furthermore been demonstrated glycosylation anomerically unprotected maltose heptabenzoylate affording two trehalose-containing trisaccharides, α- D -galactopyranosyl -mannopyranoside.
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