Title
Model multifunctional epoxides related to hepoxilin A
Abstract
An enolic epoxy fatty acid, 8,9-(S,S)-epoxy-5-hydroxy-6-dodecenoic acid, has been synthesized. This compound is a model system for the biologically important compound, hepoxilin A. The model epoxy fatty acid cyclized readily to form an epoxy lactone. Acid-catalyzed ring opening resulted in the formation of isomeric oxadienes which were structurally differentiated by comparison of their 2-D COSY NMR spectra. Thiols cleaved the epoxide ring rapidly and quantitatively. © 1987.
Department(s)
Chemistry
Document Type
Article
DOI
https://doi.org/10.1016/S0040-4020(01)90300-X
Publication Date
1-1-1987
Recommended Citation
Nair, Vasu and Jahnke, Tamera S., "Model multifunctional epoxides related to hepoxilin A" (1987). Articles by College of Natural and Applied Sciences Faculty. 2093.
https://bearworks.missouristate.edu/articles-cnas/2093
Journal Title
Tetrahedron