Journal ArticleDOI
Indium trichloride catalyzed glycosidation. An expeditious synthesis of 2,3-unsaturated glycopyranosides†
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TLDR
In this article, tri-O-acetyl-d-glucal 1 with various alcohols and phenols in the presence of InCl3/CH2Cl2 at ambient temperature gave the corresponding alkyl and aryl 2,3-unsaturated glycopyranosides in excellent yields with short reaction times and good anomeric selectivity.About:
This article is published in Tetrahedron Letters.The article was published on 2000-02-19. It has received 83 citations till now. The article focuses on the topics: Glucal & Ferrier rearrangement.read more
Citations
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Advances in indium-catalysed organic synthesis
TL;DR: The use of indium based catalysts in organic synthetic transformations was investigated in this paper, where indium exhibited unique activity due to its high coordination number and fast coordination-dissociation equilibrium.
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Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides
TL;DR: This paper presents a review on kaurane diterpenes and their glycoside derivatives, covering aspects of their occurrence, biological activities and the synthesis of these natural products and their analogues.
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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.
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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.
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Recent Developments in Indium Metal and Its Salts in Organic Synthesis
TL;DR: Indium and its salts have emerged as promising catalysts for effecting various functional group transformations in last two decades as discussed by the authors, and there are a great number of reported reactions involving indium reagents; the versatility and applicability of these reactions makes it a hot field to explore, and it attracts much interest from organic chemists.
References
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New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachloride
TL;DR: Mukaiyama et al. as mentioned in this paper showed that with the addition of titanium tetrachloride, silyl enol ethers can react with either aldehydes or ketones forming crossed aldol products.
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New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachloride
TL;DR: Mukaiyama et al. as mentioned in this paper showed that with the addition of titanium tetrachloride, silyl enol ethers can react with either aldehydes or ketones forming crossed aldol products.
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Imino Diels-Alder reactions catalyzed by indium trichloride (InCl3). Facile synthesis of quinoline and phenanthridinone derivatives
G. Babu,Paramasivan T. Perumal +1 more
TL;DR: Anhydrous indium trichloride (InCl 3 ) is found to catalyze the imino Diels-Alder reactions and results in facile synthesis of quinoline derivatives as mentioned in this paper.
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Indium trichloride-promoted tin-mediated carbonyl allylation in water: High simple diastereo- and diastereofacial selectivity
Xu-Ran Li,Teck-Peng Loh +1 more
TL;DR: Tin-mediated additions of allylic bromides to aldehydes and aldoses leads to adducts with high diastereo- and diastereofacial selectivity in the presence of indium trichloride in water as mentioned in this paper.
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Glycosidation of glycals by 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) as a catalytic promoter
TL;DR: O-Glycosidations of glycals 1, 8 and 9 with several alcohols by using a catalytic amount of 2,3-dichloro-5,6-dicyano-p-benzoquinone under neutral conditions proceeds smoothly to give the corresponding 2, 3-unsaturated glycosides in high yields.