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  2. α-Ketol rearrangement - Wikipedia

    en.wikipedia.org/wiki/Α-Ketol_rearrangement

    This rearrangement differs from similar isomerizations of carbohydrates, which involve the migration of hydrogen and proceed through discrete enediol intermediates.These include the Lobry–de Bruyn–van Ekenstein transformation, [2] the Heyns [3] and Amadori rearrangements, [4] and the Voight [5] and Bilik [6] reactions. α-hydroxy imines may also undergo the rearrangement, although the ...

  3. Reformatsky reaction - Wikipedia

    en.wikipedia.org/wiki/Reformatsky_reaction

    The Reformatsky reaction (sometimes transliterated as Reformatskii reaction) is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters: [1] [2] The Reformatsky reaction. The organozinc reagent, also called a 'Reformatsky enolate', is prepared by treating an alpha-halo ester ...

  4. Arndt–Eistert reaction - Wikipedia

    en.wikipedia.org/wiki/Arndt–Eistert_reaction

    The alpha-diazoketone (RC(O)CHN 2) product undergoes the metal-catalyzed Wolff rearrangement to form a ketene, which hydrates to the acid. [16] [17] [4] The rearrangement leaves untouched the stereochemistry at the carbon alpha to the acid chloride. [6]

  5. Büchner–Curtius–Schlotterbeck reaction - Wikipedia

    en.wikipedia.org/wiki/Büchner–Curtius...

    The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [2] and later by Fritz Schlotterbeck in 1907. [3]

  6. Wolff rearrangement - Wikipedia

    en.wikipedia.org/wiki/Wolff_rearrangement

    The vinylogous Wolff rearrangement consists of a β,γ-unsaturated diazo ketone undergoing a Wolff rearrangement, and a formal 1,3-shift of the CH 2 CO 2 R group. The vinylogous Wolff rearrangement yields a γ,δ-unsaturated carboxylic acid derivative, which is the same retron as for the Claisen rearrangement. The variant was discovered when it ...

  7. Favorskii rearrangement - Wikipedia

    en.wikipedia.org/wiki/Favorskii_rearrangement

    In the case of cyclic α-halo ketones, the Favorskii rearrangement constitutes a ring contraction. This rearrangement takes place in the presence of a base, sometimes hydroxide , to yield a carboxylic acid, but usually either an alkoxide base or an amine to yield an ester or an amide , respectively. α,α'-Dihaloketones eliminate HX under the ...

  8. Lobry de Bruyn–Van Ekenstein transformation - Wikipedia

    en.wikipedia.org/wiki/Lobry_de_Bruyn–van...

    A typical rearrangement reaction is that between the aldose glyceraldehyde and the ketose dihydroxyacetone in a chemical equilibrium. The Lobry de Bruyn–Van Ekenstein transformation is relevant for the industrial production of certain ketoses and was discovered in 1885 by Cornelis Adriaan Lobry van Troostenburg de Bruyn and Willem Alberda van ...

  9. Darzens reaction - Wikipedia

    en.wikipedia.org/wiki/Darzens_reaction

    The Darzens reaction (also known as the Darzens condensation or glycidic ester condensation) is the chemical reaction of a ketone or aldehyde with an α-haloester in the presence of a base to form an α,β-epoxy ester, also called a "glycidic ester". [1] [2] [3] This reaction was discovered by the organic chemist Auguste Georges Darzens in 1904 ...