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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 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 imine is then reduced to an amine by sodium cyanoborohydride. This reaction works on both aldehydes and ketones. The carbonyl can be treated with ammonia, a primary amine, or a secondary amine to produce, respectively, 1°, 2°, and 3° amines. [5] Aromatic ketones and aldehydes can be reductively deoxygenated using sodium cyanoborohydride. [6]
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 ...
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]
In organic chemistry, the Myers deoxygenation reaction is an organic redox reaction that reduces an alcohol into an alkyl position by way of an arenesulfonyl hydrazine as a key intermediate. This name reaction is one of four discovered by Andrew Myers that are named after him; this reaction and the Myers allene synthesis reaction involve the ...
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 .
The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water. Thus, the oxidation of a primary alcohol at the aldehyde level without further oxidation to the carboxylic acid is possible by performing the reaction ...