Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes

A (salen)titanium catalyst has been found to induce the asymmetric addition of potassium cyanide and acetic anhydride to aldehydes, giving enantiomerically enriched cyanohydrin esters with up to 92% enantiomeric excess using just 1 mol% of the catalyst. This is the first report of the asymmetric syn...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2002-02 (3), p.244-245
Main Authors: Belokon, Yuri N, Gutnov, Andrey V, Moskalenko, Margarita A, Yashkina, Lidia V, Lesovoy, Denis E, Ikonnikov, Nicolai S, Larichev, Vladimir S, North, Michael
Format: Article
Language:English
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Summary:A (salen)titanium catalyst has been found to induce the asymmetric addition of potassium cyanide and acetic anhydride to aldehydes, giving enantiomerically enriched cyanohydrin esters with up to 92% enantiomeric excess using just 1 mol% of the catalyst. This is the first report of the asymmetric synthesis of cyanohydrin derivatives using a cyanide source which is non-volatile and inexpensive.
ISSN:1359-7345
1364-548X
DOI:10.1039/b110335k