Formation of hemiacetal esters in lipase-catalysed reactions of vinyl esters with secondary alcohols
2000 (English)In: Tetrahedron Letters, Vol. 41, 3193-3196 p.Article in journal (Refereed) Published
Normally many lipases are efficient catalysts for the acetylation of alcohols with vinyl acetate. Unexpectedly, we found that some sterically hindered secondary alcohols react slowly to yield hemiacetal esters as mixtures of diastereomers. Their formation can be explained by the reaction of the alcohol with acetaldehyde that is produced by the lipase-catalysed splitting of vinyl acetate and subsequent acetylation of the resulting hemiacetal by the lipase.
Place, publisher, year, edition, pages
2000. Vol. 41, 3193-3196 p.
lipase, hindered alcohol, hemiacetal ester
IdentifiersURN: urn:nbn:se:kth:diva-8989OAI: oai:DiVA.org:kth-8989DiVA: diva2:14514
QC 201008312006-01-162006-01-162010-08-31Bibliographically approved