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CoTPP-catalyzed rearrangement of 1.4-endoperoxides

✍ Scribed by Metin Balci; Yaşar Sütbeyaz

Book ID
104216912
Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
170 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

Bicyclic endoperoxides with strained and perturbed diene moiety have been submitted to CoTPP-catalyzed rearrangement. Side reaction, like formation of epoxyenone, has been suppressed and yield of the formation of bisepoxides highly increased.

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CoTPP-catalyzed reaction mechanism of th
CoTPP-catalyzed reaction mechanism of the cycloheptatriene 1.4-endoperoxide
✍ Metin Balci; Yaşar sütbeyaz 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 181 KB

CoTPP-catalyzed reaction mechanism of the cycloheptatriene 1.4-endoperoxide is studied. Beside the expected bisepoxide, two isomerit open-chain aldehydes are isolated. The mechanism for the formation of the aldehydes are discussed in terms of radical intermediates.

Unusual triethylamine catalyzed rearrang
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✍ M.Emin Sengül; Zeynep Ceylan; Metin Balci 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 404 KB

Triethylamine catalyzed rearrangement of the substituted bicyclic cycloheptatriene endoperoxides 9,12, 13, 20, 21, 22 and 30 underwent different reaction modes and resulted in the formation of ring contraction products in the case of 9, 10, 12 and 13. However, 20, 21, and 30 provided rearranged dike