ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
On acid-catalyzed hydrolysis, the tricyclic compounds 2 and 10, incorporating cyclopropyl-silyl-ether moieties undergo rearrangement to the cis-decalones 3 and 7, respectively. Hydrolysis of 2 and 10 in the presence of oxygen leads additionally to the formation of the 1,2-dioxolan-3-ols 9 and 13, respectively, which involves an electron-transfer oxygenation process as could be demonstrated by photooxygenation of the silyl ether 10 and the cyclopropanol 14 in the presence of 9,10-dicyanoanthracene. The configurations of 3 and 9 were assigned by X-ray analysis of the latter compound as well as of the p-nitrobenzoate 8 of 3.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19840670712