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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".
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 ...
[5] [6] The abstraction of an α-proton from the carbonyl fragment may form a ketene and an alkane. The abstraction of a β-proton from the alkyl fragment may form an aldehyde and an alkene. Norrish type I reaction. The synthetic utility of this reaction type is limited, for instance it often is a side reaction in the Paternò–Büchi reaction.
[4] [5] The reaction has since been extended to the synthesis of β-keto esters from the condensation between aldehydes and diazo esters. [6] The general reaction scheme is as follows: General Scheme for Buchner Reaction. The reaction yields two possible carbonyl compounds (I and II) along with an epoxide (III). The ratio of the products is ...
A ketone compound containing a carbonyl group (C=O) For organic chemistry, a carbonyl group is a functional group with the formula C=O, composed of a carbon atom double-bonded to an oxygen atom, and it is divalent at the C atom.
The Lemieux–Johnson or Malaprade–Lemieux–Johnson oxidation is a chemical reaction in which an olefin undergoes oxidative cleavage to form two aldehyde or ketone units. The reaction is named after its inventors, Raymond Urgel Lemieux and William Summer Johnson, who published it in 1956. [1]
Carbonyl allylation has been employed in the synthesis of polyketide natural products and other oxygenated molecules with a contiguous array of stereocenters. For example, allylstannanation of a threose-derived aldehyde affords the macrolide antascomicin B, which structurally resembles FK506 and rapamycin, and is a potent binder of FKBP12. [12]
Tollens' reagent (chemical formula ()) is a chemical reagent used to distinguish between aldehydes and ketones along with some alpha-hydroxy ketones which can tautomerize into aldehydes. The reagent consists of a solution of silver nitrate , ammonium hydroxide and some sodium hydroxide (to maintain a basic pH of the reagent solution).