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Journal ArticleDOI

Nucleophilic replacement reactions of sulphonates

Anthony C. Richardson
- 01 Sep 1968 - 
- Vol. 10, Iss: 3, pp 395-402
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TLDR
In this paper, the existence of an axial, electronegative substituent adjacent to a sulphonate group on a pyranose ring inhibits replacement with charged nucleophiles, because of polar factors in the transition state of the reaction.
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This article is published in Carbohydrate Research.The article was published on 1968-09-01. It has received 192 citations till now. The article focuses on the topics: SN2 reaction & Substituent.

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Citations
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Journal ArticleDOI

Modern methods for the radical deoxygenation of alcohols

TL;DR: In this article, the authors propose the generation of an intermediaire radicalaire par transfert d'electron, which is based on Desoxygenation photolytique.
Journal ArticleDOI

Recent trends in the synthesis of O-glycosides of 2-amino-2-deoxysugars.

TL;DR: The discovery of new methods for stereoselective glycoside synthesis and convergent oligosaccharide assembly has been critical for the area of glycosciences and the current standing in the field is evaluated.
Book ChapterDOI

Oxirane Derivatives of Aldoses

TL;DR: In this paper, the authors discuss methods available for their synthesis, with special reference to their ease of formation, together with their reactions and the methods available to their characterization, as well as their nomenclature system based on the anhydride principle.
Book ChapterDOI

Chemistry and Developments of Fluorinated Carbohydrates

TL;DR: This chapter presents a review about the chemistry and developments of fluorinated carbohydrates, a review of natural nucleoside analogs having effective antiviral and antitumor activities with low cytotoxicity for the host cells.
Journal ArticleDOI

Glycale in der organischen Synthese: die Entwicklung umfassender Strategien zum Aufbau von Oligosacchariden und Glycokonjugaten mit biologischer Bedeutung

TL;DR: Aufsatz is ein personlicher Uberblick uber die Forschungsaktivitaten einer einzelnen Arbeitsgruppe zum Aufbau von Oligosacchariden und Glycokonjugaten.
References
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Journal ArticleDOI

Neighbouring group participation

TL;DR: In this paper, the intermolecular nature of proton transfer reactions has been investigated in the context of intramolecular general-acid and general-base catalysis.
Journal ArticleDOI

Selective acylation of pyranoside—I.: Benzoylation of methyl α-d-glycopyranosides of mannose, glucose and galactose☆

J.M. Williams, +1 more
- 01 Jan 1967 - 
TL;DR: In this paper, the order of reactivity of secondary OH groups has been deduced from the results and is different for each glycoside, being 2-OH > 3-OH> 4-OH for the glucoside, 3-H > 2-HO > 4-HO for the mannoside, and 2-H, 3H, 4H > 4H for the galactoside.
ReportDOI

The Chemistry of 1,2-Dithiolane (Trimethylene Disulfide) As aModel for the Primary Quantum Conversion Act in Photosynthesis

TL;DR: In this paper, the strain energy in 1,2-dithiolane and its derivatives is shown to be not less than 65 Kcals and probably larger Reagents which both oxidize and reduce this ring are described together with the conditions required for its reformation from corresponding dithiol.
Journal ArticleDOI

Reactions of sugar chlorosulfates: part v. the synthesis of chlorodeoxy sugars

TL;DR: In this article, the reaction of sulfuryl chloride with reducing sugars and their methyl glycopyranosides was shown to produce fully substituted pyranose derivatives containing both chlorodeoxy and chlorosulfate ester groups.
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