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  2. Fischer–Speier esterification - Wikipedia

    en.wikipedia.org/wiki/Fischer–Speier...

    If conditions are acidic enough, the acetic acid can be further reacted via the Fischer esterification pathway, but at a much slower pace. However, in many carefully designed syntheses, reagents can be designed such that acid anhydrides are generated in situ and carboxylic acid byproducts are reactivated, and Fischer esterification routes are ...

  3. Fischer glycosidation - Wikipedia

    en.wikipedia.org/wiki/Fischer_glycosidation

    Fischer glycosidation of glucose to produce methyl glucoside using trimethylsilylchloride as catalyst. [ 4 ] The mechanism of the Fischer Glycosidation reaction

  4. Dehydration reaction - Wikipedia

    en.wikipedia.org/wiki/Dehydration_reaction

    The classic example of a dehydration reaction is the Fischer esterification, which involves treating a carboxylic acid with an alcohol to give an ester RCO 2 H + R′OH ⇌ RCO 2 R′ + H 2 O. Often such reactions require the presence of a dehydrating agent, i.e. a substance that reacts with water.

  5. Chemical glycosylation - Wikipedia

    en.wikipedia.org/wiki/Chemical_glycosylation

    This group, under the reaction conditions, is activated and via the formation of an oxocarbenium is eliminated leaving an electrophilic anomeric carbon. A glycosyl acceptor is a sugar with an unprotected nucleophilic hydroxyl group which may attack the carbon of the oxocarbenium ion formed during the reaction and allow for the formation of the ...

  6. Shiina macrolactonization - Wikipedia

    en.wikipedia.org/wiki/Shiina_macrolactonization

    All of the processes of Shiina macrolactonization consist of reversible reactions, with the exception of the last cyclization step.At the first stage of the reaction, mixed anhydride (MA) is produced quickly under mild conditions; at the second stage, a faster cyclization of the MA prevents an increase in MA concentration.

  7. Yamaguchi esterification - Wikipedia

    en.wikipedia.org/wiki/Yamaguchi_esterification

    The Yamaguchi esterification is the chemical reaction of an aliphatic carboxylic acid and 2,4,6-trichlorobenzoyl chloride (TCBC, Yamaguchi reagent) to form a mixed anhydride which, upon reaction with an alcohol in the presence of stoichiometric amount of DMAP, produces the desired ester. It was first reported by Masaru Yamaguchi et al. in 1979 ...

  8. Mitsunobu reaction - Wikipedia

    en.wikipedia.org/wiki/Mitsunobu_reaction

    The reaction mechanism of the Mitsunobu reaction is fairly complex. The identity of intermediates and the roles they play has been the subject of debate. Initially, the triphenyl phosphine (2) makes a nucleophilic attack upon diethyl azodicarboxylate (1) producing a betaine intermediate 3, which deprotonates the carboxylic acid (4) to form the ion pair 5.

  9. Glucose chain shortening and lengthening - Wikipedia

    en.wikipedia.org/wiki/Glucose_chain_shortening...

    Glucose can be shortened by oxidation and decarboxylation to generate arabinose, a reaction known as the Ruff degradation. [1] To increase the glucose carbon chain, a series of chemical reactions can be used to add one more carbon at the aldehyde end of glucose; this process is known as the Kiliani–Fischer synthesis .