ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Diels-Alder Reactions of Bissilylated 1,3-Diketones with Azo DienophilesThe 1,3-bis(tert-butyldimethylsilyloxy)-1,3-butadienes 2a and 2b are obtained by double silylation of the 1,3-diketones 1a and 1b. The dienes 2a and 2b react with various azo dienophiles to yield the Diels-Alder adducts 3a-f. Hydrolysis of these compounds leads to the new heterocycles 4a-f. Of these 4b and 4d are silylated to form the cyclic dienes 5 and 7, respectively. Compound 5 reacts with 3,5-dihydro-4-phenyl-4H-1,2,4-triazole-3,5-dione to give, after hydrolysis, the adduct 6. Photolysis of 7 followed by desilylation yields the pyrrolinone derivative 11.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19871200920