4.5 Article

One-Pot Catalytic Glycosidation/Fmoc Removal - An Iterable Sequence for Straightforward Assembly of Oligosaccharides Related to HIV gp120

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2010, 期 4, 页码 711-718

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200901122

关键词

Oligosaccharides; Glycosylation; Protecting groups; One-pot synthesis; Fmoc; Synthetic methods

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The removal of a transient Fmoc protecting group can be simply performed by the addition of excess Et3N just after the accomplishment of a Bi(OTf)(3)-promoted glycosidation reaction. The obtained oligosaccharide can be directly employed as a glycosyl acceptor for further elongation of the saccharide. The preparation of biologically important, linear and branched mannans incorporated into HIV gp120 demonstrates that the iteration of this one-pot sequence leads to a very straightforward oligosaccharide assembly.

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