THE OXYGENATION OF α-ISOPHORONE AND ITS SILYL ENOL ETHER WITH t-BuOOH IN THE PRESENCE OF METAL CATALYSTS
- 5 July 1983
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (7) , 1081-1082
- https://doi.org/10.1246/cl.1983.1081
Abstract
Treatment of α-isophorone (1) with t-BuOOH in the presence of palladium(II) or copper(I) catalyst gives ketoisophorone (2) selectively. A similar treatment of silyl enol ether 7 derived from 1 affords 6-hydroxylisophorone 8.This publication has 4 references indexed in Scilit:
- [Rh3O(OAc)6 (H2O)3]OAc as a homogeneous catalyst for selective enone formation by allylic oxidation of olefinsTetrahedron Letters, 1982
- Palladium-catalyzed allylic oxidation of olefins by t-butyl hydroperoxide and tellurium(IV) oxideTetrahedron Letters, 1982
- Selective oxidation of 3,5,5-trimethylcyclohexene-3 one ({β}-isophorone) to 3,5,5-trimethylcyclohexene-1,4, diones by oxygen catalyzed by MnII OR CoII chelatesJournal of Molecular Catalysis, 1980
- m-Chloroperbenzoic acid oxidation of 2-trimethylsilyloxy-1,3-dienes. Synthesis of .alpha.-hydroxy and .alpha.-acetoxy enonesThe Journal of Organic Chemistry, 1978