Journal ArticleDOI
Recent Developments in the Ferrier Rearrangement
Reads0
Chats0
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
More filters
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.
Journal ArticleDOI
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.
Journal ArticleDOI
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
More filters
Journal ArticleDOI
X-ray diffraction and high-resolution NMR spectroscopy of methyl 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-d-arabino-hex-1-enopyranuronate
TL;DR: Single-crystal X-ray diffraction and high-resolution NMR spectral data for methyl 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enopyranuronate show the (5)H(4) conformation was found to be the preferred form for this glycal, both in the crystal lattice and in solution.
Journal ArticleDOI
Stereoselective synthesis of 2,3-unsaturated-O-Glycosides promoted by TeBr4
TL;DR: The use of a catalytic amount of tellurium(IV) tetrabromide to promote the O-glycosylation of glycals to yield 2,3-unsaturated-O- Glycosides is described and the desired compounds were obtained in good yields and high α-selectivity.
Journal ArticleDOI
Exclusive Formation of a-Anomers in NbCl5-Promoted Ferrier Rearrangement for the Synthesis of 2,3-Unsaturated Glycosides
TL;DR: In this paper, the NbCl 5 -catalyzed reaction of primary and secondary alcohols with tri-Oacetyl-D-glucal is described, and exclusive formation of α-anomers of eight 2,3-unsaturated glycosides (3a-h) in high yields has been observed.
Journal ArticleDOI
A General Procedure for One-Pot Benzylidenation and Methyl (or Benzyl) Glycosidation of Aldoses
Journal ArticleDOI
Addition Reactions of Benzenesulfinic Acid with Glycals and 1,2-Dibromosugars
Vikram Basava,Broc Flores,Matthew Giovine,Thomas Licisyn,Katelyn Rae Walck,Walter J. Boyko,Robert M. Giuliano +6 more
TL;DR: In this paper, the addition of benzenesulfinic acid to glycals was investigated under various conditions, and optimized yields of the glycosyl phenylsulfone products were obtained in the presence of tin tetrachloride as a catalyst.
Related Papers (5)
Stereoselective palladium-catalyzed O-glycosylation using glycals
Hahn Kim,Hongbin Men,Chulbom Lee +2 more