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Photochemical Reactions. 125th communication [1]. Photochemistry of homoconjugated cyclobutanones. I. Synthesis and photolysis of a Spiro [3.6]deca-5, 7-dien-1-one

✍ Scribed by Terry A. Lyle; Bruno Frei


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
487 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The title compound 4 was prepared in 54% overall yield from eucarvone (5). On triplet sensitization 4 gives two products resulting from a 1,2‐acyl shift (8 and 9), whereas singlet excitation of 4 causes decarbonylation and ketene elimination (4 → 10 and 11).


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Photochemical reactions. 144th Communica
✍ Urs Goldener; Bruno Frei; Oskar Jeger 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 802 KB

## Abstract On triplet excitation (λ > 280 nm, acetone), the epoxydiene (__E__)‐**5** undergoes initial cleavage of the C(5)O bond of the oxirane and subsequent cleavage of the C(6)C(7) bond leading to the diradical intermediate e which reacts by recombination furnishing the cyclic compounds (__E