Isomerization of Perezone into Isoperezone and Preparation of Dihydroisoperezinone
- 1 March 1994
- journal article
- research article
- Published by Taylor & Francis in Natural Product Letters
- Vol. 4 (2) , 133-139
- https://doi.org/10.1080/10575639408044925
Abstract
The reaction of perezone 1 with 3,4,5,6-tetrahydro-2-pyrimidinethiol 11 promotes a 1,2-carbonyl transposition in the quinoid ring of 1 giving rise to isoperezone 8, which treated with BF3·Et2O produces dihydroisoperezinone 9.Keywords
This publication has 7 references indexed in Scilit:
- Perezone and Related Sesquiterpenes from ParvifolineJournal of Natural Products, 1987
- The Stereocontrol of the Perezone to Pipitzol TransformationJournal of Natural Products, 1984
- Bisabolene derivatives and other constituents from Coreopsis speciesPhytochemistry, 1983
- Reaction mechanism change in the Lewis acid catalyzed perezone-pipitzol transformationThe Journal of Organic Chemistry, 1981
- Studies in perezone derivativesTetrahedron, 1966
- The structures of α and β-pipitzolsTetrahedron Letters, 1965
- Über die Konstitution des PerezonsRecueil des Travaux Chimiques des Pays-Bas, 1935