- A simple method for the preparation of glycosyl isothiocyanates
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Glycosyl isothiocyanates became accessible from the corresponding peracetylated sugars in one step, by application of trimethylsilyl isothiocyanate and a Lewis acid in dichloromethane at room temperature. Georg Thieme Verlag Stuttgart.
- Kuehne, Marco,Gyoergydeak, Zoltan,Lindhorst, Thisbe K.
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p. 949 - 951
(2007/10/03)
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- Solvent-free preparation of glycosyl isothiocyanates
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By a novel solvent-free procedure, peracetylated glycosyl bromides are reacted with potassium thiocyanate in the melt to give the corresponding glycosyl isothiocyanates. The method is applicable to several glycosyl bromides tested, including classical hexoses and pentoses, deoxy sugars and even disaccharides. No glycosyl thiocyanates are obtained. In general, the glycosyl isothiocyanates are formed stereoselectively having 1,2-trans configuration in yields between 41-74%.
- Lindhorst,Kieburg
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p. 1228 - 1230
(2007/10/02)
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- STUDIES ON NUCLEOSIDE ANALOGS. XXIV. MONO- AND DISACCHARIDE ISOTHIOCYANATES
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The reaction of mono- and disaccharide bromide with Pb(SCN)2 or AgSCN in dry benzene or benzene-toluene gives the respective mono- and disaccharide isothiocyanates and the confirmation of their stereochemistry of mono- and disaccharide isothiocyanates is
- Ogura, Haruo,Takahashi, Hiroshi
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