Dynamic Asymmetric Hemithioacetal Transformation by Lipase-Catalyzed gamma-Lactonization: In Situ Tandem Formation of 1,3-Oxathiolan-5-one Derivatives
2012 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 18, no 20, 6129-6132 p.Article in journal (Refereed) Published
Dynamic hemithioacetal systems were efficiently generated in organic solvents and subsequently allowed to react with a range of lipases. This resulted in direct, dynamic asymmetric transformation of the systems, leading to optically active 1,3-oxathiolan-5-one products. The tandem process identified lipase-catalyzed lactonization as a useful method for the resolution of optimal constituents with high chemo- and stereoselectivities.
Place, publisher, year, edition, pages
2012. Vol. 18, no 20, 6129-6132 p.
asymmetric transformation, dynamic chemistry, enzyme catalysis, hemithioacetal, lactone, lipase
IdentifiersURN: urn:nbn:se:kth:diva-34125DOI: 10.1002/chem.201102139ISI: 000303497600002ScopusID: 2-s2.0-84860758898OAI: oai:DiVA.org:kth-34125DiVA: diva2:419256
FunderSwedish Research Council, 621-2010-4866
Updated from in press to published. Previous title: Dynamic Asymmetric Hemithioacetal Resolution by Lipase-Catalyzed γ-Lactonization: In Situ
Tandem Formation of 1,3-Oxathiolan-5-one Derivatives2011-05-262011-05-262013-06-14Bibliographically approved