Synthesis of ether linked pseudo-oligosaccharides via 5,6-cyclic sulfate derivatives of protected manno and glucofuranose

Article abstract of DOI:10.1080/07328309708005739

C-6 ring opening of 5,6-cyclic sulfate derivatives of protected manno and glucofuranose with carbohydrate alkoxides gave ether linked pseudo-di or trisaccharides. Use of methyl 2,3-O-isopropylidene-5,6-O-sulfuryl-α-D-mannofuranoside 1 led to protected pseudo-disaccharide D-Glcf-(3→6)-D-Manf-(5→6)-D-Manf4 and protected pseudo-trisaccharide D-Manf-(6→3)-D-Glcf-(6→3)-D-Glcf 11 derivatives in 66% and 41% overall yields, respectively.

Full text of DOI:10.1080/07328309708005739

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Journal of Carbohydrate Chemistry
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Synthesis of Ether Linked Pseudo-
Oligosaccharides Via 5,6-Cyclic Sulfate
Derivatives of Protected Manno and
Glucofuranose
Thierry Gourlain a , Anne Wadouachi a , R. Uzan a & D. Beaupère a
a Laboratoire de Chimie Organique, Université de Picardie Jules
Verne , 33 rue Saint-Leu, F-80039, Amiens, France
Published online: 23 Aug 2006.
To cite this article: Thierry Gourlain , Anne Wadouachi , R. Uzan & D. Beaupère (1997)
Synthesis of Ether Linked Pseudo-Oligosaccharides Via 5,6-Cyclic Sulfate Derivatives of
Protected Manno and Glucofuranose, Journal of Carbohydrate Chemistry, 16:7, 1089-1100, DOI:
10.1080/07328309708005739
To link to this article: http://dx.doi.org/10.1080/07328309708005739
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