Photochemical rearrangement of 8-oxabicyclo[3.2.1]oct-6-en-2-ones
โ Scribed by Albert Padwa; Glen E. Fryxell; Lin Zhi; Susan F. Hornbuckle
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 229 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
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.
๐ SIMILAR VOLUMES
## Abstract The development and design of reliable and efficient methods for the construction of chiral building blocks are crucial in modern natural product synthesis. 8โOxabicyclo[3.2.1]octโ6โenโ3โones are readily accessible scaffolds with defined stereochemical features which have been exploited
## Abstract Trichloroโsubstituted 8โoxabicyclo[3.2.1]octโ6โenโ3โones **6** and **7** are solvolysed by methanolic sodium methoxide to form the bicyclo[3.2.1] ฮฑ,ฮฑโdimethoxy ketones **13** and **14**, with preservation of one chloro substituent. In the case of **6a**, prolonged reaction time with an