## Ring Opening S N 2' Reactions of 1,4,5,8-Diepoxy-1,4,5,8tetrahydroanthracenes by Organolithium Reagents. -The nucleophilic opening of the oxygen bridges in diepoxytetrahydroanthracenes such as (I) with organolithium reagents is described. The dependence of the product selectivity on the excess
✦ LIBER ✦
α-keto epoxides communication 8. Reactions of 1,2,4,5-diepoxy-5-methyl-3-hexanone
✍ Scribed by I. N. Nazarov; A. A. Akhrem; V. V. Kokhornskaya
- Book ID
- 112490700
- Publisher
- Springer
- Year
- 1958
- Tongue
- English
- Weight
- 710 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1573-9171
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## 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**
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