Summary
Enzymatic resolution of (±)-endo-bicyclo[2.2.1]hept-5-en-2-ol (1a) catalysed byCandida cylindracea lipase using either acetoneoxime acetate (2a) or biacetyldioxime diacetate (3a) as acyl donor proceeds with moderate to good enantioselectivity (E=13 and 22, resp.) although clear limitations of this method are observed: firstly, a severe depletion of the reaction rate at elevated cosubstrate (acyl donor) concentrations and secondly, the reversibility of the reaction.
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Mischitz, M., Pöschl, U. & Faber, K. Limitations of enzymatic acylation using oxime esters: Cosubstrate inhibition and the reversibility of the reaction. Biotechnol Lett 13, 653–656 (1991). https://doi.org/10.1007/BF01086321
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DOI: https://doi.org/10.1007/BF01086321