Tetrahedron Asymmetry
Zada, A., Department of Entomology, Institute of Plant Protection, Volcani Center, Bet Dagan 50250, Israel
Dunkelblum, E., Department of Entomology, Institute of Plant Protection, Volcani Center, Bet Dagan 50250, Israel
(R)- and (S)-lavandulol and their esters are important compounds in perfumery and have recently become significant in pheromone research. (R)-Lavandulol and its esters, as well as the esters of (S)-lavandulol have been identified as sex and aggregation pheromones in two mealybugs, in thrips and in weevils. We report a convenient resolution of racemic lavandulol through lipase-catalyzed acylation with succinic anhydride. This method does not require tedious chromatographic separation and is particularly suitable for the preparation of enantiomerically pure (R)-lavandulol with 98% ee in one resolution cycle. The (S)-lavandulol with 90% ee can be obtained by a second resolution cycle. © 2006 Elsevier Ltd. All rights reserved.
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הספר "אוצר וולקני"
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תנאי שימוש
A convenient resolution of racemic lavandulol through lipase-catalyzed acylation with succinic anhydride: Simple preparation of enantiomerically pure (R)-lavandulol
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Zada, A., Department of Entomology, Institute of Plant Protection, Volcani Center, Bet Dagan 50250, Israel
Dunkelblum, E., Department of Entomology, Institute of Plant Protection, Volcani Center, Bet Dagan 50250, Israel
A convenient resolution of racemic lavandulol through lipase-catalyzed acylation with succinic anhydride: Simple preparation of enantiomerically pure (R)-lavandulol
(R)- and (S)-lavandulol and their esters are important compounds in perfumery and have recently become significant in pheromone research. (R)-Lavandulol and its esters, as well as the esters of (S)-lavandulol have been identified as sex and aggregation pheromones in two mealybugs, in thrips and in weevils. We report a convenient resolution of racemic lavandulol through lipase-catalyzed acylation with succinic anhydride. This method does not require tedious chromatographic separation and is particularly suitable for the preparation of enantiomerically pure (R)-lavandulol with 98% ee in one resolution cycle. The (S)-lavandulol with 90% ee can be obtained by a second resolution cycle. © 2006 Elsevier Ltd. All rights reserved.
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