The mechanism of polyleucine catalysed asymmetric epoxidation
Literature Information
Publication Date
2004-08-25
DOI
10.1039/B404390C
Impact Factor
6.222
Authors
David R. Kelly, Stanley M. Roberts
View Original
Abstract
Catalysis in the Juliá–Colonna epoxidation of α,β-unsaturated ketones is due to binding of the hydroperoxide enolate intermediate by the three N-terminal amidic N–H groups of α-helical poly-leucine; the N-terminal pair forms an oxy-anion hole, whilst the third aids displacement of hydroxide.
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Source Journal
Chemical Communications
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