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Photochemical Reactions. 80th Communication [1]. Preliminary report on the photolysis of (E) – Dehydro-β-ionone-epoxide

✍ Scribed by Josef Ehrenfreund; Yehiel Gaoni; Oskar Jeger

Publisher: John Wiley and Sons
Year: 1974
Tongue: German
Weight: 201 KB
Volume: 57
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19740570848

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✦ Synopsis

Abstract

Irradiation of a pentane solution of (E)‐dehydro‐β‐ionone‐epoxide (1) with light from a medium pressure mercury lamp using acetone as filter led to formation of the isomers 2, 3, 4 and 5 by novel photochemical processes.

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

## 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**