## Abstract On treatment with acid, __trans__‐5,6‐dihydroxy‐5,6‐dihydro‐β‐ionone **2** undergoes a clean rearrangement to give a mixture of the furylketone **5** and the aliphatic triketone **6** in good yield.
Synthese von 5,6-Epimino-5,6-dihydro-β-jonon
✍ Scribed by Ernst Peter Müller
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 693 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Synthesis of 5,6‐Ephnino‐5,6‐dihydro‐β‐ionone
In order to synthesize the title compound 5 the 2‐azidoalcohols 3 and 4 were treated with various nucleophilic phosphorus compounds. It was found that the course of the reaction depends strongly upon the kind of nucleophilic phosphorus derivative used.
📜 SIMILAR VOLUMES
## 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.
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 undergo
**Synthesis of (−)‐(5__R__,6__S__)‐5,6‐epoxy‐5,6‐dihydro‐β‐ionone** Optically active 5,6‐epoxy‐5,6‐dihydro‐β‐ionones have been prepared for the first time and their absolute configurations were determined by correlation with (−)‐(__S__)‐α‐ionone. Acid catalyzed hydrolysis of the epoxide proceeds wi
**The photochemistry of optical active λ, δ‐epoxy‐enones. Racemization and cyclization of (−)‐4‐methylidene‐5,6‐epoxy‐5,6‐dihydro‐β‐ionone and of (−)‐4‐oxo‐5,6‐epoxy‐5,6‐dihydro‐β‐ionone** UV.‐irradiation (λ ≥ 347 nm as well as λ = 254 nm) converts the conjugated λ, δ‐epoxy‐enones (−)‐**2** and (−)
**Synthesis and Chirality of (5__R__, 6__R__)‐5,6‐Dihydro‐β, ψ‐carotene‐5,6‐diol, (5__R__, 6__R__, 6′__R__)‐5,6‐Dihydro‐β, ε‐carotene‐5,6‐diol, (5__S__, 6__R__)‐5,6‐Epoxy‐5,6‐dihydro‐β,ψ‐carotene and (5__S__, 6__R__, 6′__R__)‐5,6‐Epoxy‐5,6‐dihydro‐β,ε‐carotene** __Wittig__‐condensation of optically