Palladium complex-catalysed carbocyclization–distannylation, –disilylation and –silastannylation of bis-dienes using distannanes, disilanes and silylstannanes

Bis-dienes 4 react with distannanes 1, disilanes 2, and silylstannanes 3 in the presence of a catalytic amount of a palladium complex to afford carbocyclization–distannylation, –disilylation and –silastannylation products in high yields. Reaction of distannanes 1a, b with bis-dienes 4a, b as well as reaction of disilane 2b with bis-diene 4d proceeded regio- and stereo-selectively to afford a single product: trans-(E),(Z) isomers. Regio- and stereo-selective reaction was also realized with the disilane 2b and bis-diene 4e to provide only trans-(E),(E) isomer. In other cases, the reactions proceeded regioselectively, but the stereoselectivity was modest. The X-ray crystal structures of the cyclopropanes 10 and 11 have been determined.