CYCLOADDITION BETWEEN 2,3,DIBROMO-5,6-TRINORBORNENOBENZOQUINONE AND 1,2-BIS(METHOXYCARBONYL)CYCLOBUTADIENE - INTERVENTION OF A FRAGMENTATION REACTION DURING GUEST FOR ANNULATED, FUNCTIONALIZED CUBANES

Authors
Citation
G. Mehta et Shk. Reddy, CYCLOADDITION BETWEEN 2,3,DIBROMO-5,6-TRINORBORNENOBENZOQUINONE AND 1,2-BIS(METHOXYCARBONYL)CYCLOBUTADIENE - INTERVENTION OF A FRAGMENTATION REACTION DURING GUEST FOR ANNULATED, FUNCTIONALIZED CUBANES, Journal of the Chemical Society. Perkin transactions. I, (20), 1994, pp. 2949-2951
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
20
Year of publication
1994
Pages
2949 - 2951
Database
ISI
SICI code
0300-922X(1994):20<2949:CB2A1>2.0.ZU;2-S
Abstract
Diels-Alder reaction between 1,2-bis (methoxycarbonyl) cyclobutadiene 2 and quinone 1 predominantly furnished adduct 5, which on photolysis gave the annulated secopentaprismane dione 3. Attempted double-ring-co ntraction on compound 3 took a devious course to furnish a fragmentati on product 11 via tandem Haller-Bauer cleavage and fragmentation.