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A high-yielding synthesis of allyl glycosides from peracetylated glycosyl donors

✍ Scribed by Jamal Khamsi; Roger A. Ashmus; Nathaniel S. Schocker; Katja Michael

Book ID
116342885
Publisher
Elsevier Science
Year
2012
Tongue
English
Weight
219 KB
Volume
357
Category
Article
ISSN
0008-6215

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Sc(OTf)3-catalyzed C-glycosidation of glycals: a facile synthesis of allyl glycosides, glycosyl cyanides and glycosyl azides
✍ J.S Yadav; B.V.Subba Reddy; Pratap K Chand πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 94 KB

The treatment of glycals with allyltrimethylsilane, trimethylsilyl cyanide and trimethylsilyl azide in the presence of catalytic amounts of Sc(OTf) 3 gave the corresponding 2,3-unsaturated allyl glycosides, glycosyl cyanides and glycosyl azides in excellent yields with high a-selectivity.