Journal ArticleDOI
Microwave-induced, Montmorillonite K10-catalyzed Ferrier rearrangement of tri-O-acetyl-d-galactal: mild, eco-friendly, rapid glycosidation with allylic rearrangement
Reads0
Chats0
TLDR
Montmorillonite K10 was found to catalyze, under microwave irradiation, rapid O-glycosidation of 3,4,6-tri-O-acetyl-d-galactal to afford exclusively the alkyl and aryl 2,3-dideoxy-dthreo-hex-2-enopyranosides with very high α-selectivity as mentioned in this paper.About:
This article is published in Tetrahedron Letters.The article was published on 2002-09-16. It has received 46 citations till now. The article focuses on the topics: Ferrier rearrangement & Ferrier carbocyclization.read more
Citations
More filters
Journal ArticleDOI
Recent Developments in the Ferrier Rearrangement
TL;DR: A review of recent developments in the use of promoters for the Ferrier rearrangement of O-, N-, C- and S-nucleophiles with glycals can be found in this paper.
Journal ArticleDOI
Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals.
TL;DR: Perchloric acid supported on silica gel acts as an excellent reagent system in converting glucals into 2,3-unsaturated-O-glucosides in good to excellent yields in short reaction time with good alpha selectivity.
Journal ArticleDOI
Chemical O-Glycosylations: An Overview
TL;DR: This Review will focus on the key developments towards chemical O‐glycosylations in the current century, including synthesis of novel glycosyl donors and acceptors and their unique activation for successful glycosidic bonds.
Journal ArticleDOI
Application of clay catalysts in organic synthesis. a review
Sujaya Dasgupta,Béla Török +1 more
TL;DR: In this article, the application of clay catalyssts in ORGANIC SYNTHESIS is discussed. And a review of the application can be found in the Appendix.
Journal ArticleDOI
Ferric sulfate hydrate-catalyzed O-glycosylation using glycals with or without microwave irradiation
TL;DR: In this paper, a novel glycal-based O-glycosylation reaction, in which the substrates are not only peracetyl glycals but also perbenzyl glucals to afford the corresponding 2,3-unsaturated-O-glucosides via Ferrier rearrangement, was developed.
References
More filters
Journal ArticleDOI
Lithium Tetrafluoborate Catalyzed Ferrier Rearrangement — Facile Synthesis of Alkyl 2,3-Unsaturated Glycopyranosides
TL;DR: In this paper, the treatment of tri-O acetyl-D-galactal with diverse alcohols in the presence of LiBF4 in CH3CN, furnished alkyl 2,3-unsaturated glycopyranosides 3-18 (50-86%).
Related Papers (5)
Indium trichloride catalyzed glycosidation. An expeditious synthesis of 2,3-unsaturated glycopyranosides†
Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals.
Stereoselective palladium-catalyzed O-glycosylation using glycals
Hahn Kim,Hongbin Men,Chulbom Lee +2 more