Regioselective glycosylation of 3,6-unprotected mannoside derivatives: fast access to high-mannose type oligosaccharides |
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Authors: | Nicolas SmiljanicSami Halila Vincent Moreau Florence Djeda?&#x;ni-Pilard |
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Institution: | Laboratoire des Glucides, Université Picardie Jules Verne, 33 rue St-Leu, 80039 Amiens, France |
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Abstract: | A regioselective glycosylation of 3,6-unprotected mannoside acceptors was investigated. With glycosyl trichloroacetimidate donors, when an excess of trimethylsilyl trifluoromethanesulfonate is used as the catalyst, 6-O-glycosylation exclusively occurred affording a silylated disaccharide that could be involved in a subsequent glycosylation reaction. As an illustration, the fast synthesis of two trisaccharides and one pentasaccharide was achieved. |
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Keywords: | regioselective glycosylation high-mannose |
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