The isomerisation of (Z)-3-[2H1]-phenylprop-2-enone as a measure of the rate of hydroperoxide addition in Weitz-Scheffer and Julia-Colonna epoxidations.
(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.
Kelly
David R
DR
Department of Chemistry, Cardiff University, P. O. Box 912, Cardiff, Wales, UKCF10 3TB. KellyDR@Cardiff.ac.uk
Caroff
Eva
E
Flood
Robert W
RW
Heal
William
W
Roberts
Stanley M
SM