Hindered rotation about single bonds baa been observed in a wide variety of molecules. Recent investigations of substituted butadienes have used nmr techniques to characterize this phenomenon, which renders these molecnles cbirall. We wish to report the preparation of hydrocarbons~and~, substituted
✦ LIBER ✦
Sterically Hindered Internal Rotation in an Acyclic α,β-Unsaturated Ketone. 2, 2, 5-Trimethyl-4-isopropylhex-4-en-3-one
✍ Scribed by Prof. John M. Nuss; Steven J. Bark; Dr. Daniel B. Borchardt; Prof. Thomas Hellmann Morton
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 230 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0044-8249
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## Abstract On ^1^n,π\*‐excitation, the title compound **2** undergoes a photoinduced intramolecular [4 + 2]‐cycloaddition affording the tetracyclic enol ether **3** as the only product in 79% yield. The assigned structure of **3** was confirmed by its conversion to the __p__‐nitrobenzoate **6** wh