The isomerisation of (Z)-3-[2H1]-phenylprop-2-enone as a measure of the rate of hydroperoxide addition in Weitz–Scheffer and Juliá–Colonna epoxidations
Literature Information
Publication Date
2004-08-25
DOI
10.1039/B404389H
Impact Factor
6.222
Authors
David R. Kelly, Eva Caroff, Robert W. Flood, William Heal, Stanley M. Roberts
View Original
Abstract
(Z)-3-[2H1]-Phenylprop-2-enone is isomerised by hydroperoxide to an equimolar mixture of the (Z)- and (E)-isomers prior to epoxidation. Poly-(L)-leucine (10 mole %) accelerates the addition of hydroperoxide by an order of magnitude and sequesters hydroperoxide from THF.
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