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- Title
Tris(Pentafluorophenyl)Borane‐Driven Stereoselective O‐Glycosylation with Glycal Donors under Mild Condition.
- Authors
Bihari Mishra, Kunj; Kandasamy, Jeyakumar
- Abstract
Activation of glycal donors was achieved using tris(pentafluorophenyl)borane [B(C6F5)3] under mild reaction conditions. The glycosylation reaction proceeded efficiently with a wide range of sugar and non‐sugar acceptors and provided α‐selective glycosides in high yield. Interestingly, under different reaction conditions, Ferrier rearrangement products or 2‐deoxyglycosides (i. e. addition products) were obtained as major products with benzyl‐protected glycal donors. Tris(pentafluorophenyl)borane‐promotedO‐glycosylation of glycal donors was achieved under mild conditions. A wide range of sugar and non‐sugar acceptors underwent glycosylation and provided α‐selective glycosides in high yield.
- Subjects
GLYCOSIDES; GLYCOSYLATION; SUGARS; GLYCALS
- Publication
Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 4, p549
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201900055