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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 William Koenigs (1851-1906), student of von Bayer and fellow student with Emil Fischer, and Edward Knorr, student of Koenigs.
Additional recommended knowledge
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 generally provide good anchimeric assistance, whereas ethers (eg 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.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Koenigs-Knorr_reaction". A list of authors is available in Wikipedia.|