irradiation of 8-oxabicyclo[3.2.l]oct-6-en-2-ones results in a 1 ,Sacyl rearrangement. The initial photoproduct undergoes a subsequent reaction involving hydrogen transfer followed by intramolecular cycloaddition of a ketene intermediate.
Synthesis and reactions of 2-aryl-8-oxabicycloc[3.2.1]oct-6-en-3-ones
✍ Scribed by John Mann; Philip D. Wilde; Mark W. Finch
- Book ID
- 108371823
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 625 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4020
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📜 SIMILAR VOLUMES
## Abstract Carbon‐13 NMR spectra of various 8‐aryl‐8‐azabicyclo[3.2.1]oct‐3‐en‐2‐ones and other related compounds, including tropinone, were determined, and the predominant conformation at the bridgehead nitrogen was established. The full assignment of resonances from proton decoupled and coupled
## Abstract Trichloro‐substituted 8‐oxabicyclo[3.2.1]oct‐6‐en‐3‐ones **6** and **7** are solvolysed by methanolic sodium methoxide to form the bicyclo[3.2.1] α,α‐dimethoxy ketones **13** and **14**, with preservation of one chloro substituent. In the case of **6a**, prolonged reaction time with an