Abstract
Lipase-catalysed transesterifications of vinyl esters with various sterically hindered secondary alcohols sometimes give hemiacetals and hemiacetal esters as major side-products along with the expected esters, especially in the presence of aldehydes. The substrates, reaction conditions, and the lipases required for the formation of such hemiacetal products have been studied. Hemiacetals and their esters are very easily hydrolysed. Therefore, when conventional work-up procedures are used, the formation of such products in lipase-catalysed transesterification reactions may easily escape notice, leading to, e.g. an unexpectedly low enantiomeric purity of the isolated remaining substrate in a resolution reaction.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
