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Enantioselective total synthesis of cyathin A3

Dale E Ward1, Jianheng Shen

  • 1Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon, Canada. dale.ward@usask.ca

Organic Letters
|June 22, 2007
PubMed

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Cyanohydrins are compounds that contain –CN and –OH groups on the same carbon atom. They are formed by the nucleophilic addition of the cyanide ions to the carbonyl group. Cyanide ions are highly basic and nucleophilic and can be generated from HCN under aqueous conditions. However, since HCN is a weak acid, the number of cyanide ions generated is very small. Hence, a small amount of base or KCN/NaCN is added to HCN to increase the concentration of the cyanide ions in the reaction mixture.