A. Meijere, D. Kaufmann, I. Erden
1986
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron
Abstract
Abstract Photooxidation of 1 , 2 , and 3 gave the corresponding 1,4-endoperoxides 4 , 5 . and 6 , respectively, in good yields. Chemical transformations of these provided some new oxygen functionalized cyclohexane and cyclohexene derivatives. The interesting ene-1,4-diones 17 - 19 were prepared by base-catalyzed rearrangement of the endoperoxides and subsequent oxidation of the resulting hydroxyketones 14 – 16 with chromic acid. On the basis of the UV spectra of the diones 17 and 19 , and their comparison with those of other model systems the extent of conjugation with the spirocyclopropane groups in 17 and 19 was established.