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Lipase B from Candida antarctica catalyses enantioselective transesterification of 2-(4-methoxybenzyl)-1-cyclohexanols and 2-(4-methoxybenzyl)-1-cyclopentanols
Authors:Christine Brunet  Marie Zarevucka  Zdenek Wimmer  Marie-Dominique Legoy
Affiliation:(1) Laboratoire de Génie Protéique et Cellulaire, Université de La Rochelle, P^ole Sciences et Technologies, Avenue Marillac, 17 042 La Rochelle Cedex 1, France;(2) Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, CZ-16610 Prague 6, Czech Republic
Abstract:The 2-(4-methoxybenzyl)-1-cyclohexanols and 2-(4-methoxybenzyl)-1-cyclopentanols are the basic structure of a series of juvenile hormone analogs which act as insect growth regulators. Their enantioselective transesterification with the lipase B from Candida antarctica produced pure enantiomers of R-cyclohexyl and R-cyclopentyl acetates (i.e. eep > 99%). Differences observed in the resolution of the four racemic compounds are in accordance with model structure of secondary alcohols suitable for catalysis.
Keywords:Candida antarctica  enantioselectivity  transesterification
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