A new efficient glycosylation method employing glycosyl pentenoates and PhSeOTf

The PhSeOTf promoted glycosylations of various glycosyl acceptors with mannosyl pentenoates and glucosyl pentenoates as glycosyl donors afforded corresponding disaccharides in high yields. And the present glycosyl pentenoates/PhSeOTf method showed that the complete α-selective mannosylation of secon...

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 52; pp. 9191 - 9194
Main Authors Choi, Tae Jin, Baek, Ju Yuel, Jeon, Heung Bae, Kim, Kwan Soo
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 25.12.2006
Elsevier
Subjects
Chemistry
Chemistry, Organic
Glycoside
Glycosyl pentenoate
Glycosylation
Phenylselenyl triflate
Physical Sciences
Science & Technology
Glycosylation
Glycoside
Glycosyl pentenoate
Phenylselenyl triflate
THIOGLYCOSIDES
phenyl-selenyl triflate
glycosyl pentenoate
LINKAGES
OLIGOSACCHARIDE SYNTHESIS
REACTIVITY
glycosylation
DONORS
BETA-MANNOPYRANOSYLATION
glycoside
GLYCOBIOLOGY
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Summary:The PhSeOTf promoted glycosylations of various glycosyl acceptors with mannosyl pentenoates and glucosyl pentenoates as glycosyl donors afforded corresponding disaccharides in high yields. And the present glycosyl pentenoates/PhSeOTf method showed that the complete α-selective mannosylation of secondary alcohol acceptors was achieved with 2,3,4,6-tetra- O-benzyl- d-mannopyranosyl pentenoate to give α-disaccharides in good yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.10.158