The mechanism of polyleucine catalysed asymmetric epoxidation |
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| Authors: | Kelly David R Roberts Stanley M |
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| Affiliation: | Department of Chemistry, Cardiff University, P. O. Box 912, Cardiff, Wales, UKCF10 3TB. KellyDR@Cardiff.ac.uk |
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| Abstract: | Catalysis in the Julia-Colonna epoxidation of alpha,beta-unsaturated ketones is due to binding of the hydroperoxide enolate intermediate by the three N-terminal amidic N-H groups of alpha-helical poly-leucine; the N-terminal pair forms an oxy-anion hole, whilst the third aids displacement of hydroxide. |
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