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Enzymatic esterification of lavandulol – a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate

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Abstract

The asymmetric esterification of the racemic primary alcohol lavandulol was achieved using lipase B from Candida antarctica and acetic acid as acyl donor in 80% yield. The enantioselectivity of the process was characterised, and a preparative resolution of 25 mm racemic lavandulol, stopped at approx. 55% conversion, yielded (S)-lavandulol in 42% yield and 52% e.e. and (R)-lavandulyl acetate in 51% yield and 48% e.e.

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Cross, H., Marriott, R. & Grogan, G. Enzymatic esterification of lavandulol – a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate. Biotechnology Letters 26, 457–460 (2004). https://doi.org/10.1023/B:BILE.0000018268.42802.d0

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  • DOI: https://doi.org/10.1023/B:BILE.0000018268.42802.d0

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