ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Thermolysis of 2,2,6,7-Tetramethyl-1,7-epidioxybicyclo[4.3.0]non-8-ene.Dye-sensitized photooxygenation of the cyclopentadiene derivative 1 gives three products: the peroxide 2a and the monocyclic ketones 5 and 8. 5 and 8 are probably formed by rearrangement of the unstable peroxide 2b. Thermolysis of 2a gives, besides 5 and 8, the furylketone 9 and the cyclooctenone derivative 10. The structures of the new compounds have been established by means of spectroscopic methods and chemical transformations. A reaction mechanism for the formation of 5, 8, 9 and 10 from 2a is proposed. Irradiation of 10 leads to the two diastereoisomeric trans cyclooctenones 12a and 12b.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19760590102
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