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Enzymatic Transesterification of Racemic Lavandulol: Preparation of the Two Enantiomeric Alcohols and of the Two Enantiomers of Lavandulyl Senecioate by Anat Zada; Miriam Harel is a Chemistry article available to read on EtoBox.

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R) and (S)-lavandulol are important compounds in the cosmetics industry and in pheromone research. The senecioyl ester of (S)-lavandulyl has recently been identified as the sex pheromone of the vine mealybug, a significant pest in vineyards. We herein report the preparation of the two enantiomers of lavandulol and lavandulyl senecioate, starting from racemic lavandulol. The preparation is based on a two-cycle enzymatic transesterification of racemic lavandulol with vinyl acetate using Porcine pancreas lipase. High enantioselectivity was achieved while the preparation yielded (R)-lavandulol with 96.7% ee and (S)-lavandulol with 92.6% ee.

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Author

Anat Zada; Miriam Harel

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0957-4166)

Published

2004

Language

EN

Field

Chemistry (Physical Sciences)