Journal ArticleDOI
Recent Developments in the Ferrier Rearrangement
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
Ruthenium trichloride catalyzed synthesis of 2,3-unsaturated-N-glycosides via Ferrier azaglycosylation
TL;DR: An efficient and economical protocol for the synthesis of 2,3-unsaturated- N -glycosides has been developed using ruthenium(III) chloride in this paper, where the Ferrier azaglycosylation of glycals with various N -nucleophiles such as sulfonamides, benzamide, carbamates and N -substituted sulfon amides proceeded smoothly.
Journal ArticleDOI
FeCl3·6H2O/C: An Efficient and Recyclable Catalyst for the Synthesis of 2,3-Unsaturated O- and S-Glycosides
Jiafen Zhou,Heshan Chen,Junjie Shan,Juan Li,Guofang Yang,Xuan Chen,Kunyun Xin,Jianbo Zhang,Jie Tang +8 more
TL;DR: In this paper, a novel method for synthesizing 2,3-unsaturated glycosides using a handy and eco-friendly immobilized catalyst, FeCl3·6H2O/C.
Journal ArticleDOI
Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[5.3.1.0]undecane from glycals
TL;DR: In this paper, a method to obtain enantiomerically pure 8-oxabicyclo[3.2.1] octanes via gold-catalyzed tandem 1,3-acyloxy migration/Ferrier rearrangement of glycal derived 1,6-enyne bearing propargylic carboxylates is described.
Journal ArticleDOI
Glycal approach to the synthesis of macrolide (−)-A26771B
Puli Saidhareddy,Arun K. Shaw +1 more
TL;DR: A convergent total synthesis of 16-membered macrolactone natural product (−)-A26771B 1 starting from 3,4,6-tri-O-acetyl-D-glucal 7 is reported in this paper.
Journal ArticleDOI
Recent advances in direct synthesis of 2-deoxy glycosides and thioglycosides
TL;DR: In this article, the authors summarized advances in direct synthesis of 2-deoxy glycosides reported in the last decade, with an emphasis on those efforts published in last five years.
References
More filters
Journal ArticleDOI
Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.
TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
Journal ArticleDOI
The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products
TL;DR: In this article, a reagent formed by combining diethyl azodicarboxylate (DEAD) and triphenylphosphine (TPP) could be utilized in the intermolecular dehydration between an alcohol and various acidic components such as carboxylic acids, phosphoric diesters, imides, and active methylene compounds.
Journal ArticleDOI
The growing impact of click chemistry on drug discovery.
TL;DR: The copper-(I)-catalyzed 1,2,3-triazole formation from azides and terminal acetylenes is a particularly powerful linking reaction, due to its high degree of dependability, complete specificity, and the bio-compatibility of the reactants.
Journal ArticleDOI
Click-Chemie: diverse chemische Funktionalität mit einer Handvoll guter Reaktionen
TL;DR: In this paper, the authors show how in der Natur am haufigsten vorkommenden Verbindungen, so fallt auf, dass the Bildung von Kohlenstoff-Heteroatom-Bindungen gegenuber der von KHO-Kohlenstoffs-KHO-Bindingsen deutlich bevorzugt is, and das Medium naturlicher Reaktionen zumeist Wasser ist.
Journal ArticleDOI
CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective
TL;DR: An overview of the mechanism of this remarkable reaction is presented as a means to explain the myriad of experimental results, particularly the various methods of catalyst generation, solvent and substrate effects, and choice of base or ligand as discussed by the authors.
Related Papers (5)
Stereoselective palladium-catalyzed O-glycosylation using glycals
Hahn Kim,Hongbin Men,Chulbom Lee +2 more