Lipase catalyzed enantioselective transesterification of 5-acyloxy-2(5H)-furanones

Several lipases catalyse the transesterification of γ-acyloxyfuranones in organic solvents with high enantioselectivities. This method has been used for the kinetic resolution of 5-acetoxy-2(5H)-furanone, 5-acetoxy-4-methyl-2(5H)-furanone and 5-propionyloxy-2(5H)-furanone, in e.e.'s ranging fro...

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Bibliographic Details
Published inTetrahedron letters Vol. 35; no. 45; pp. 8441 - 8444
Main Authors van der Deen, Hanneke, Hof, Robert P., van Oeveren, Arjan, Feringa, Ben L., Kellogg, Richard M.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.11.1994
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
100-DEGREES-C
ASYMMETRIC-SYNTHESIS
HYDROLYZES
ALPHA-HYDROXY ESTERS
ORGANIC-SOLVENTS
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Summary:Several lipases catalyse the transesterification of γ-acyloxyfuranones in organic solvents with high enantioselectivities. This method has been used for the kinetic resolution of 5-acetoxy-2(5H)-furanone, 5-acetoxy-4-methyl-2(5H)-furanone and 5-propionyloxy-2(5H)-furanone, in e.e.'s ranging from 68–98%. Several lipases in organic solvents catalyse the enantioselective transesterification of 5-acyloxy-2(5H)-furanones with e.e.'s ranging from 68–98%.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)74428-5