Journal ArticleDOI
Recent Developments in the Ferrier Rearrangement
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TLDR
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.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2013-11-01. It has received 121 citations till now. The article focuses on the topics: Ferrier rearrangement & Ferrier carbocyclization.read more
Citations
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Journal ArticleDOI
Methods for 2-Deoxyglycoside Synthesis.
Clay S. Bennett,M. Carmen Galan +1 more
TL;DR: This Review covers classical approaches to deoxyglycoside synthesis, as well as more recently developed chemistry that aims to control the selectivity of the reaction through rational design of the promoter.
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Recent progress of C-glycosylation methods in the total synthesis of natural products and pharmaceuticals
TL;DR: This review highlights the C-glycosylation methods that have been practised in the total synthesis of natural products and pharmaceuticals in the past decade.
Journal ArticleDOI
Recent developments in β-C-glycosides: synthesis and applications
Krishnamoorthy Lalitha,Kumarasamy Muthusamy,Y. Siva Prasad,Praveen Kumar Vemula,Subbiah Nagarajan +4 more
TL;DR: In the last few years, considerable progress has been made in the synthesis of C-glycosides as mentioned in this paper, and due to its versatility, C glycosides play a pivotal role in developing novel materials, surfactants and bioactive molecules.
Journal ArticleDOI
Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone
Igor V. Alabugin,Leah Kuhn,Michael G. Medvedev,Michael G. Medvedev,Nikolai V. Krivoshchapov,Nikolai V. Krivoshchapov,Vera A. Vil,Ivan A. Yaremenko,Patricia Mehaffy,Meysam Yarie,Alexander O. Terent'ev,Mohammad Ali Zolfigol +11 more
TL;DR: In this article, the authors evaluate the fundamental connections between the anomeric effect and a broad variety of O-functional groups and highlight the vast implications of AE for the structure and reactivity of organic O-functionalities.
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Versatility of glycals in synthetic organic chemistry: coupling reactions, diversity oriented synthesis and natural product synthesis
TL;DR: This review summarizes the literature on the different transformations of the endo glycals into biologically relevant compounds as well as on the use of glycals as chiral building blocks for the synthesis of various natural products such as aspicilin, reblastatin, diospongins, decytospolides, osmundalactones, paclitaxel, isatisine, d-fagomine, and spliceostatin, reported post 2014.
References
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Journal ArticleDOI
2‐C‐Formyl Glycals: Emerging Chiral Synthons in Organic Synthesis
TL;DR: In this article, a new class of 2-C-formyl glycals, incorporating an α,β-unsaturated carbonyl system, have been proposed as potential synthons for numerous organic transformations.
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Tris(pentafluorophenyl)borane catalyzed Ferrier azaglycosylation with sulfonamides and carbamates
TL;DR: In this paper, the reaction of tri-O-acetyl-D-glucal with different nitrogen nucleophiles was effectively promoted by a catalytic amount of tris(pentafluorophenyl)borane for the first time in acetonitrile at room temperature to produce a variety of azapseudoglycals via Ferrier rearrangement.
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Stereospecific synthesis of 1,1-dialkylglycosides
TL;DR: In this paper, a method for the synthesis of 1,1-dialkylglycosides from glycals by sequential electrophilic and nucleophilic alkylations is described.
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Regioselective synthesis of substituted 1-thiohex-2-enopyranosides
TL;DR: In this article, a variety of 1-thiohex-2-enopyranosides have been prepared from their corresponding 3-O-methyl- or 3O-acetyl glycals by using trimethylsilyl thiols catalyzed by BF/sub 3/ etherate.
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Phosphomolybdic acid supported on silica gel: a mild, efficient and reusable catalyst for the synthesis of 2,3-unsaturated glycopyranosides by Ferrier rearrangement
TL;DR: In this article, a simple, mild, efficient and environmentally benign method for the synthesis of 2,3-unsaturated allyl C-glycosides and O- and S-Glycosides is described using phosphomolybdic acid supported on silica gel as a reusable catalyst with high α-selectivity.
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