A cyanohydrin is a functional group ..

aldehydes and ketones are important intermediates for the assembly or synthesis of ..

Cyanohydrins are industrially important precursors ..

1. (makes the acetal) 2. (reduces the acid) 3. (hydrolyzes acid salt and acetal) 1. (makes ketal) 2. CH 2 equiv. (adds to ester) + 3. (hydrolyzes alkoxide and ketal) Thioacetals and thioketals: The are the sulfur analogues of the acetals and ketals and are prepared by a corresponding route using thiols (RSH) or dithiols in place of the alcohols. Their important use in synthesis stems from their ability to be reduced using Raney nickel to the corresponding hydrocarbon. This is the same result accomplished with the Clemmensen reduction or the Wolff-Kishner reduction, but the conditions are relatively neutral.

molecules with cyanohydrin substructures are interesting intermediates for the synthesis ..

Enantiopure Synthesis of (R)-Mandelonitrile ..

In addition to as polar solvents, ketones are important intermediates in the syntheses of organic compounds such as alkoxides, hydroxyalkynes, imines, alcohols (primary, secondary as well as tertiary), acetals, thioacetals, phosphine oxides, geminal diols, hydrazones, organic sulfite and cyanohydrins.

Enantiomerically pure cyanohydrins are important synthetic intermediates for ..

Cyanohydrin synthesis was first applied to carbohydrates by Kiliani in 1885 as the key step of a route (modified later by Fischer) which allows the construction of two epimeric aldoses having one carbon atom more than the parent aldose.

Enamines formed from the cyclic secondary amine pyrrolidine are important intermediates in the synthesis ..


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The transformation of alcohols to nitriles is an important method for the elongation of carbon chains or the synthesis of useful intermediates in organic synthesis. The usual procedure involves activation of alcohols by conversion into halides or sulfonates, followed by displacement with a cyano group.

Cyanohydrins are industrially important ..

Conversion of thecyaoogroup to a carboxylic acid is accomplished with acid or base and water, so that cyanohydrins are a route to ~-hydroxy acids. Reduction of the cyano group to a primary amine is also possible, using so cyanohydrins are intermediates in the preparation of B-aminoalcohols.

Cyanohydrins are intermediates in ..

Conversion of thecyaoogroup to a carboxylic acid is accomplished with acid or base and water, so that cyanohydrins are a route to ~-hydroxy acids. Reduction of the cyano group to a primary amine is also possible, using so cyanohydrins are intermediates in the preparation of B-aminoalcohols.

In the Strecker amino acid synthesis, cyanohydrins ..

1. (makes the acetal) 2. (reduces the acid) 3. (hydrolyzes acid salt and acetal) 1. (makes ketal) 2. CH 2 equiv. (adds to ester) + 3. (hydrolyzes alkoxide and ketal) Thioacetals and thioketals: The are the sulfur analogues of the acetals and ketals and are prepared by a corresponding route using thiols (RSH) or dithiols in place of the alcohols. Their important use in synthesis stems from their ability to be reduced using Raney nickel to the corresponding hydrocarbon. This is the same result accomplished with the Clemmensen reduction or the Wolff-Kishner reduction, but the conditions are relatively neutral.

which is used in the synthesis of the industrially important ..

Similarly treatment of formaldehyde with KCN gave glyconitrile (eq 17). Cyanohydrin synthesis is important in the construction of steroid sidechains. Thus 17-keto steroids are transformed to corticoids via their 17-cyanohydrins (eq 18). Treatment of -hydroxy ketones with KCN/TMSCN in the presence of produces --hydroxy cyanohydrins in high distereomeric excess (eq 19).Optically active cyanohydrins are obtained using KCN and enzymatic catalysis. Thus treatment of benzaldehyde with oxynitrilase (extracts of ground defatted almonds) in 1N KCN/AcOH buffer (pH 5.4) furnishes exclusively ()-(+)--hydroxyphenylacetonitrile (eq 20). The other enantiomer is obtained by kinetic resolution of racemic cyanohydrins either by using a lipoprotein lipase from species or by incubation with (IAM 4682), which hydrolyzes selectively the acetate of the ()-enantiomer, leaving the ()-enantiomer intact. Silylated cyanohydrins are obtained in high yields by a one-pot reaction using KCN in combination with TMSCl (eq 21)., The presence of ZnI enhances the rate of cyanosilylation, while the presence of 18-crown-6 has very little effect on the yield or the rate.The preparation of -amino nitriles is the key reaction of the Strecker synthesis, which is considered to be the most convenient experimental protocol for the preparation of -amino acids and 1,2-diamines on the preparative scale.