β-Selective Glycosidation of a 5-Thioglucosamine Derivative

β-Selective Glycosidation of a 5-Thioglucosamine Derivative

The first β-selective chemical 5-thioglycosylation of a secondary alcohol was attained with the 2-deoxy-2-phthalimido-5-thioglucose derivative. Requirements of the carbonyl functional groups at C2 to exert anchimeric assistance are discussed on the basis of the results with various functional groups...

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Veröffentlicht in:Chemistry letters 2008, Vol.37 (12), p.1288-1289
Hauptverfasser: Yuasa, Hideya, Tsuruta, Osamu, Izumi, Takuhiro, Takahara, Terunao, Izumi, Masayuki, Hashimoto, Hironobu
Format: Artikel
Sprache:eng
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Zusammenfassung:The first β-selective chemical 5-thioglycosylation of a secondary alcohol was attained with the 2-deoxy-2-phthalimido-5-thioglucose derivative. Requirements of the carbonyl functional groups at C2 to exert anchimeric assistance are discussed on the basis of the results with various functional groups.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2008.1288