Cycloadditions of 1,1-dicyclopropylallene with activated olefins; dependency of the regioselectivity upon solvent polarity and Lewis acid catalysis
Abstract
The regioselectivity of the cycloaddition of 1,1-dicyclopropylallene (1) with diethy methylenemalonate (2d) was markedly influenced by the solvent polarity and the presence of a Lewis-acid catalyst suggesting that a polar mechanism is operating in preferential formation of the inner adduct (3).