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A 1,2-Wittig rearrangement is a categorization of chemical reactions in organic chemistry, and consists of a 1,2-rearrangement of an ether with an alkyllithium compound. [1] The reaction is named for Nobel Prize winning chemist Georg Wittig. [2] [3] The intermediate is an alkoxy lithium salt, and the final product an alcohol.
The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. [1] [2] [3] Most often, the Wittig reaction is used to introduce a methylene group using ...
The [2,3]-Wittig rearrangement is the transformation of an allylic ether into a homoallylic alcohol via a concerted, pericyclic process.Because the reaction is concerted, it exhibits a high degree of stereocontrol, and can be employed early in a synthetic route to establish stereochemistry.
In organic chemistry, a rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. [1] Often a substituent moves from one atom to another atom in the same molecule, hence these reactions are usually intramolecular.
Wittig's contributions also include the preparation of phenyllithium and the discovery of the 1,2-Wittig rearrangement and the 2,3-Wittig rearrangement. Wittig was well known in the chemistry community for being a consummate experimenter and observer of chemical transformations, while caring very little for the theoretical and mechanistic ...
Winstein reaction; Wittig reaction; Wittig rearrangement: 1,2-Wittig rearrangement; 2,3-Wittig rearrangement; Wittig–Horner reaction; Wohl degradation; Wohl–Aue reaction; Wohler synthesis; Wohl–Ziegler reaction; Wolffenstein–Böters reaction; Wolff rearrangement; Wolff–Kishner reduction; Woodward cis-hydroxylation; Woodward–Hoffmann ...
The Corey–Fuchs reaction is based on a special case of the Wittig reaction, where two equivalents of triphenylphosphine are used with carbon tetrabromide to produce the triphenylphosphine-dibromomethylene ylide. [2] Step 1 of the Corey-Fuchs reaction, generating the active ylide. This ylide undergoes a Wittig reaction when exposed to an aldehyde.
If Y is nitrogen, the reaction is referred to as the Sommelet–Hauser rearrangement if a quaternary ammonium salt is involved or the aza-Wittig reaction if an alpha-metalated tertiary amine is involved; if Y is oxygen, then it is called a 2,3-Wittig rearrangement (not to be confused with the well-known Wittig reaction, which involves a ...