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 sy...

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Published inChemical communications (Cambridge, England) no. 3; pp. 244 - 245
Main Authors Belokon, YN, Gutnov, AV, Moskalenko, MA, Yashkina, LV, Lesovoy, DE, Ikonnikov, NS, Larichev, VS, North, M
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.02.2002
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
TRIMETHYLSILYL CYANIDE
CHIRAL (SALEN)TITANIUM COMPLEXES
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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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/b110335k