Issue 18, 2004

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

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.

Graphical abstract: 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

Supplementary files

Article information

Article type
Communication
Submitted
23 Mar 2004
Accepted
23 Jul 2004
First published
25 Aug 2004

Chem. Commun., 2004, 2016-2017

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

D. R. Kelly, E. Caroff, R. W. Flood, W. Heal and S. M. Roberts, Chem. Commun., 2004, 2016 DOI: 10.1039/B404389H

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