Title of article
Formation of hemiacetal esters in lipase-catalysed reactions of vinyl esters with hindered secondary alcohols
Author/Authors
Hِgberg، نويسنده , , Hans-Erik and Lindmark، نويسنده , , Marica and Isaksson، نويسنده , , Dan and Sjِdin، نويسنده , , Kristina and Franssen *، نويسنده , , Maurice C.R. and Jongejan، نويسنده , , Hugo and Wijnberg، نويسنده , , Joannes B.P.A. and de Groot، نويسنده , , Aede de Groot، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
4
From page
3193
To page
3196
Abstract
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.
Keywords
Lipase , hemiacetal ester , hindered alcohol
Journal title
Tetrahedron Letters
Serial Year
2000
Journal title
Tetrahedron Letters
Record number
1637276
Link To Document