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Photochemical rearrangement of 8-oxabicyclo[3.2.1]oct-6-en-2-ones

โœ 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

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โœฆ 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.


๐Ÿ“œ SIMILAR VOLUMES


8-Oxabicyclo[3.2.1]oct-6-en-3-ones: Appl
โœ Ingo V. Hartung; H. Martin R. Hoffmann ๐Ÿ“‚ Article ๐Ÿ“… 2004 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 533 KB

## Abstract The development and design of reliable and efficient methods for the construction of chiral building blocks are crucial in modern natural product synthesis. 8โ€Oxabicyclo[3.2.1]octโ€6โ€enโ€3โ€ones are readily accessible scaffolds with defined stereochemical features which have been exploited

A Novel Synthesis of 2-Alkoxy-3-hydroxyt
โœ Hartmut Zinser; Sonja Henkel; Baldur Fรถhlisch ๐Ÿ“‚ Article ๐Ÿ“… 2004 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 286 KB ๐Ÿ‘ 1 views

## Abstract Trichloroโ€substituted 8โ€oxabicyclo[3.2.1]octโ€6โ€enโ€3โ€ones **6** and **7** are solvolysed by methanolic sodium methoxide to form the bicyclo[3.2.1] ฮฑ,ฮฑโ€dimethoxy ketones **13** and **14**, with preservation of one chloro substituent. In the case of **6a**, prolonged reaction time with an