Journal
TETRAHEDRON
Volume 69, Issue 2, Pages 583-588Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.11.019
Keywords
Type I Ferrier rearrangement; Triflic acid-SiO2; Tri-O-acetyl-D-glucal; 2,3-Unsaturated glycoside; Pseudoglycoside
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Funding
- National Natural Science Foundation of China (NSFC) [21272305]
- Natural Science Foundation of Shanghai Municipality [12ZR1400200]
- Fundamental Research Funds for the National Universities [11D10508]
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An efficient method for the conversion of 2,4,6-tri-O-acetyl-D-glucal to 2,3-unsaturated glycosides by using triflic acid on SiO2 as catalyst has been established. A series of 2,3-unsaturated glucosides were synthesized in good yield and high anomeric selectivity under transition metal-free conditions. (c) 2012 Elsevier Ltd. All rights reserved.
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