Formation of hemiacetal esters in lipase-catalysed reactions of vinyl esters with hindered secondary alcohols
作者:Hans-Erik Högberg、Marica Lindmark、Dan Isaksson、Kristina Sjödin、Maurice C.R. Franssen、Hugo Jongejan、Joannes B.P.A. Wijnberg、Aede de Groot
DOI:10.1016/s0040-4039(00)00328-2
日期:2000.4
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