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Lipase-catalysed resolution of cyclic cis- and trans-β-hydroxy esters

✍ Scribed by Laura M. Levy; Juan R. Dehli; Vicente Gotor


Book ID
104359893
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
186 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


Lipases A and B from Candida antarctica are shown to be highly efficient and complementary biocatalysts for the resolution of five-to seven-membered cyclic b-hydroxy esters by O-acylation. Using this procedure, all four stereoisomers of each one are obtained in enantiopure form and very high yields.


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Pseudomonas fluorescens lipase (PFL) was used as catalyst for enzymatic resolution of 1-ethoxycarbonyl-2-hydroxy-cyclohexane. The resulting ester was used for the total synthesis of the novel enantiomerically pure 10-ethyl trinem.