Photochemical reactions. 147th Communication. Further investigation of the photochemistry of 5,6-epoxy-5,6-dihydro-β-ionone: Product formation via a carbonyl-ylide intermediate

Photochemical Reactions. 128th Communica

Photochemical Reactions. 128th Communication. Isolation of a Thermally Labile 2,8-Dioxabicyclo[3.2.1]oct-3-ene Intermediate on Photolysis of 3,4: 5,6-Diepoxy-5,6-dihydro-β-ionone

✍ Norbert Bischofberger; Bruno Frei; Oskar Jeger 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 372 KB 👁 1 views

## Abstract Photolysis (λ = 254 mm, THF) of the diepoxyenone (__E__)‐**1** at −78° leads to the 2,8‐dioxabicyclo[3.2.1]oct‐3‐ene intermediate **3** (51%). At ambient temperature **3** undergoes an unexpectedly rapid electrocyclic opening to the triketone **2** in quantitative yield. Compound **3**