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Abstract
The reactions of electrophilic olefins substituted with cyano and/or carbomethoxy groups with donor olefins are investigated. The donor ole- fins include, in order of decreasing donor character, phenyl vinyl sul- fide, isobutyl vinyl ether, tert-butyldimethylsilyl vinyl ether, p-me- thoxy- and p-methylstyrene, and styrene. The reactions vary from [2+2] cycloadditions to Diels-Alder reactions to spontaneous free radical co- polymerizations. The course of the reaction is determined by both the electron disparity between the two reacting olefins and by the substi- tution pattern on the electrophilic olefin. Lewis acids (ZnCl 2 or ethe- real LiClO 4 ) are added to form complexes with the acceptor olefins, resulting in a larger electron disparity between the reactants
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