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Formation of hemiacetal esters in lipase-catalysed reactions of vinyl esters with secondary alcohols
- Högberg, Hans-Erik (author)
-
- Lindmark, Marica (author)
- KTH,Kemi
-
- Isaksson, Dan (author)
- KTH,Kemi
- show more...
- Sjödin, Kristina (author)
- Franssen, Maurice (author)
- Jongejan, Hugo (author)
- Wijnberg, Joannes (author)
- de Groot, Aeede (author)
- show less...
- (creator_code:org_t)
- 2000
- 2000
- English.
- In: Tetrahedron Letters. ; 41, s. 3193-3196
- Journal article (peer-reviewed)
Abstract
Subject headings
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- 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.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Keyword
- lipase
- hindered alcohol
- hemiacetal ester
- Organic chemistry
- Organisk kemi
Publication and Content Type
- ref (subject category)
- art (subject category)
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- de Groot, Aeede
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- Royal Institute of Technology
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