
Today’s quiz features two photoisomerization reactions of testosterone acetate in tert-butanol solution.
Elucidate the mechanism of the formation for both isomerized products.
For reference:
Chapman, O. L., Rettig, T. A., Griswold, A. A., Dutton, A. I., & Fitton, P. (1963).
“Photochemical rearrangements of 2-cyclohexenones.”
Tetrahedron Letters, 4(29), 2049–2055.
doi: 10.1016/s0040-4039(01)90968-2