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- Koenigs–Knorr_reaction abstract "The Koenigs–Knorr reaction in organic chemistry is the substitution reaction of a glycosyl halide with an alcohol to give a glycoside. It is one of the oldest and simplest glycosylation reactions. It is named after Wilhelm Koenigs (1851–1906), student of von Bayer and fellow student with Hermann Emil Fischer, and Edward Knorr, student of Koenigs.In its original form, Koenigs and Knorr treated acetobromoglucose with alcohols in the presence of silver carbonate. Shortly afterwards Fischer and Armstrong reported very similar findings.In the above example, the stereochemical outcome is determined by the presence of the neighboring group at C2 that lends anchimeric assistance, resulting in the formation of a 1,2-trans stereochemical arrangement. Esters (e.g. acetyl, benzoyl, pivalyl) generally provide good anchimeric assistance, whereas ethers (e.g. benzyl, methyl etc.) do not, leading to mixtures of stereoisomers.Generally, the Koenigs–Knorr reaction refers to the use of glycosyl chlorides, bromides and more recently iodides as glycosyl donors.The Koenigs–Knorr reaction can be performed with alternative promoters such as various heavy metal salts including mercuric bromide/mercuric oxide, mercuric cyanide and silver triflate. When mercury salts are used, the reaction is normally called the Helferich method.Other glycosidation methods are Fischer glycosidation, use of glycosyl acetates, thioglycosides, glycosyl trichloroacetimidates, glycosyl fluorides or n-pentenyl glycosides as glycosyl donors, or intramolecular aglycon delivery.The mechanism for this reaction proceeds through release of a silver halide and is displayed on the German page in full detail.".
- Koenigs–Knorr_reaction thumbnail Koenigs-Knorr.png?width=300.
- Koenigs–Knorr_reaction wikiPageID "6954175".
- Koenigs–Knorr_reaction wikiPageLength "3062".
- Koenigs–Knorr_reaction wikiPageOutDegree "31".
- Koenigs–Knorr_reaction wikiPageRevisionID "705950003".
- Koenigs–Knorr_reaction wikiPageWikiLink Alcohol.
- Koenigs–Knorr_reaction wikiPageWikiLink Benzyl.
- Koenigs–Knorr_reaction wikiPageWikiLink Category:Carbohydrate_chemistry.
- Koenigs–Knorr_reaction wikiPageWikiLink Category:Name_reactions.
- Koenigs–Knorr_reaction wikiPageWikiLink Category:Substitution_reactions.
- Koenigs–Knorr_reaction wikiPageWikiLink Ether.
- Koenigs–Knorr_reaction wikiPageWikiLink Fischer_glycosidation.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycoside.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycosyl.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycosyl_acetate.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycosyl_donor.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycosyl_fluoride.
- Koenigs–Knorr_reaction wikiPageWikiLink Glycosyl_trichloroacetimidate.
- Koenigs–Knorr_reaction wikiPageWikiLink Halide.
- Koenigs–Knorr_reaction wikiPageWikiLink Helferich_method.
- Koenigs–Knorr_reaction wikiPageWikiLink Hermann_Emil_Fischer.
- Koenigs–Knorr_reaction wikiPageWikiLink Intramolecular_aglycon_delivery.
- Koenigs–Knorr_reaction wikiPageWikiLink Mercury(II)_bromide.
- Koenigs–Knorr_reaction wikiPageWikiLink Mercury(II)_cyanide.
- Koenigs–Knorr_reaction wikiPageWikiLink Mercury(II)_oxide.
- Koenigs–Knorr_reaction wikiPageWikiLink Methyl_group.
- Koenigs–Knorr_reaction wikiPageWikiLink N-pentenyl_glycoside.
- Koenigs–Knorr_reaction wikiPageWikiLink Neighbouring_group_participation.
- Koenigs–Knorr_reaction wikiPageWikiLink Nucleophilic_substitution.
- Koenigs–Knorr_reaction wikiPageWikiLink Organic_chemistry.
- Koenigs–Knorr_reaction wikiPageWikiLink Silver_carbonate.
- Koenigs–Knorr_reaction wikiPageWikiLink Silver_trifluoromethanesulfonate.
- Koenigs–Knorr_reaction wikiPageWikiLink Stereoisomerism.
- Koenigs–Knorr_reaction wikiPageWikiLink Wilhelm_Koenigs.
- Koenigs–Knorr_reaction wikiPageWikiLink File:Koenigs-Knorr.png.
- Koenigs–Knorr_reaction wikiPageWikiLinkText "Koenigs–Knorr reaction".
- Koenigs–Knorr_reaction wikiPageUsesTemplate Template:Reflist.
- Koenigs–Knorr_reaction subject Category:Carbohydrate_chemistry.
- Koenigs–Knorr_reaction subject Category:Name_reactions.
- Koenigs–Knorr_reaction subject Category:Substitution_reactions.
- Koenigs–Knorr_reaction hypernym Reaction.
- Koenigs–Knorr_reaction type Disease.
- Koenigs–Knorr_reaction type Carbohydrate.
- Koenigs–Knorr_reaction type Eponym.
- Koenigs–Knorr_reaction type Reaction.
- Koenigs–Knorr_reaction type Redirect.
- Koenigs–Knorr_reaction comment "The Koenigs–Knorr reaction in organic chemistry is the substitution reaction of a glycosyl halide with an alcohol to give a glycoside. It is one of the oldest and simplest glycosylation reactions. It is named after Wilhelm Koenigs (1851–1906), student of von Bayer and fellow student with Hermann Emil Fischer, and Edward Knorr, student of Koenigs.In its original form, Koenigs and Knorr treated acetobromoglucose with alcohols in the presence of silver carbonate.".
- Koenigs–Knorr_reaction label "Koenigs–Knorr reaction".
- Koenigs–Knorr_reaction sameAs Q203677.
- Koenigs–Knorr_reaction sameAs Koenigs-Knorr-Methode.
- Koenigs–Knorr_reaction sameAs Reacción_de_Koenigs-Knorr.
- Koenigs–Knorr_reaction sameAs m.0gyn1k.
- Koenigs–Knorr_reaction sameAs Q203677.
- Koenigs–Knorr_reaction sameAs 柯尼希斯-克诺尔反应.
- Koenigs–Knorr_reaction wasDerivedFrom Koenigs–Knorr_reaction?oldid=705950003.
- Koenigs–Knorr_reaction depiction Koenigs-Knorr.png.
- Koenigs–Knorr_reaction isPrimaryTopicOf Koenigs–Knorr_reaction.