PHOTOCHEMICAL SYNTHESES: 10. ADDITION OF MALEIC ESTER TO CYCLOALKENES: THE PRODUCTS
- 1 December 1964
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 42 (12) , 2828-2835
- https://doi.org/10.1139/v64-418
Abstract
The intermolecular photochemical cycloaddition of maleic ester to cyclopentene and to cyclohexene has been observed. The saturated products were diesters of the (3:2:0) and (4:2:0) bicycloheptane and octane series, respectively. The stereochemistry of these products was studied and, in the latter series, derivatives of the trans-fused (4:2:0) bicyclooctane system identified.In addition to the saturated esters, cyclohex-2-enyl succinic ester and cyclopent-2-enyl succinic ester, produced by addition of the cycloalkenyl radical to maleic ester, also were formed.Keywords
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