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Enantioselective Preparation of ω-Functionalized O-Acylated Cyanohydrins
KTH, School of Chemical Science and Engineering (CHE).
2011 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesisAlternative title
Enantioselektiv framställning av ω-funktionaliserade O-acylerade cyanhydriner (Swedish)
Abstract [en]

A minor enantiomer recycling one-pot process usingω-functionalized prochiral aldehydes as starting materials and two reinforcing catalysts has been reported. The desired aldehyde for these process studies was 5-bromo-1-pentanal.

In a two-phase solvent system, enzyme-catalyzed hydrolysis of the minor enantiomer regenerates continuously the prochiral starting material and Lewis acid catalysed addition of acetyl cyanide provides the O-acetylated cyanohydrins. The minor enantiomer recycling process has been studied and improved for 5-bromo-1-pentanal to receive high enantiomeric excess and yield of the expected O-acetylated cyanohydrin.

Place, publisher, year, edition, pages
2011. , 38 p.
Keyword [en]
metal catalyst, enzyme, chiral, cyanohydrin, minor enentiomer recycling
National Category
Organic Chemistry
URN: urn:nbn:se:kth:diva-40896OAI: diva2:442690
Subject / course
Organic Chemistry
Physics, Chemistry, Mathematics
Available from: 2011-10-10 Created: 2011-09-22 Last updated: 2011-10-10Bibliographically approved

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