## Abstract Thermolysis of 5,6‐epimino‐5,6‐dihydro‐β‐ionone (**1**) and its __N__‐methyl derivative (**2**) leads to their monocyclic isomers **6** and **10**, respectively, presumably due to a direct [1,5]‐H shift; on prolonged heating, these isomers are converted easily into pyrrole derivatives.
Photochemical Rearrangements of 5,6-Epimino-5,6-dihydro-β-ionone and Derivatives
✍ Scribed by Ernst Peter Müller
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- German
- Weight
- 365 KB
- Volume
- 69
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
On irradiation at -20", 5,6-epimino-5,6-dihydro-p-ionone (E)-3 rearranges to the products 6 and 7. The N-methyl derivative (E)-4 does not lead to any photoproduct upon brief irradiation; on prolonged irradiation, only unspecific photodecomposition is observed. The N-acylated derivative (E)-5 undergoes rapid (E)/(Z)-isomerization and slow rearrangement to 12 and 13. ') In ionone derivatives, numbering according to the carotenoid nomenclature is used [I]
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