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Aldehydes and ketones can be reduced respectively to primary and secondary alcohols. In deoxygenation, the alcohol group can be further reduced and removed altogether by replacement with H. Two broad strategies exist for carbonyl reduction. One method, which is favored in industry, uses hydrogen as the reductant.
The second step is the deoxygenation of the pinacolate, which yields the alkene, this second step exploits the oxophilicity of titanium. A proposed mechanism when TiCl 4 and Zn(Cu) are used for the coupling of benzophenone, as proposed in a reference. [3] Note that the mechanism may vary when different conditions are used.
The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. [1] [2] In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step.
The overall combined transformation of an aldehyde to an alkyne by this method is named after its developers, American chemists Elias James Corey and Philip L. Fuchs. The Corey–Fuchs reaction By suitable choice of base, it is often possible to stop the reaction at the 1-bromoalkyne, a useful functional group for further transformation.
Reductions with hydrosilanes are methods used for hydrogenation and hydrogenolysis of organic compounds.The approach is a subset of ionic hydrogenation.In this particular method, the substrate is treated with a hydrosilane and auxiliary reagent, often a strong acid, resulting in formal transfer of hydride from silicon to carbon. [1]
The Barton–McCombie deoxygenation is an organic reaction in which a hydroxy functional group in an organic compound is replaced by a hydrogen to give an alkyl group. [1] [2] It is named after British chemists Sir Derek Harold Richard Barton and Stuart W. McCombie. The Barton-McCombie deoxygenation. This deoxygenation reaction is a radical ...
Deoxygenation is a chemical reaction involving the removal of oxygen atoms from a molecule. The term also refers to the removal of molecular oxygen (O 2 ) from gases and solvents, a step in air-free technique and gas purifiers .
[1] [2] This is an example of a reductive decarboxylation. Using this reaction it is possible to remove carboxylic acid moieties from alkyl groups and replace them with other functional groups . [ 3 ] [ 4 ] (See Scheme 1) This reaction is named after its developer, the British chemist and Nobel laureate Sir Derek Barton (1918–1998).