PALLADIUM COMPLEX-CATALYZED CARBOCYCLIZATION-DISTANNYLATION, CARBOCYCLIZATION-DISILYLATION AND CARBOCYCLIZATION-SILASTANNYLATION OF BIS-DIENES USING DISTANNANES, DISILANES AND SILYLSTANNANES
Y. Obora et al., PALLADIUM COMPLEX-CATALYZED CARBOCYCLIZATION-DISTANNYLATION, CARBOCYCLIZATION-DISILYLATION AND CARBOCYCLIZATION-SILASTANNYLATION OF BIS-DIENES USING DISTANNANES, DISILANES AND SILYLSTANNANES, Journal of the Chemical Society. Perkin transactions. I, (5), 1995, pp. 599-608
Bis-dienes 4 react with distannanes 1, disilanes 2, and silylstannanes
3 in the presence of a catalytic amount of a palladium complex to aff
ord carbocyclization-distannylation, -disilylation and -silastannylati
on products in high yields. Reaction of distannanes 1a, b with bis-die
nes 4a, b as well as reaction of disilane 2b with bis-diene 4d proceed
ed regio- and stereo-selectively to afford a single product: trans-(E)
,(Z) isomers. Regio- and stereo-selective reaction was also realized w
ith the disilane 2b and bis-diene 4e to provide only trans-(E),(E) iso
mer. In other cases, the reactions proceeded regioselectively, but the
stereoselectivity was modest. The X-ray crystal structures of the cyc
lopropanes 10 and 11 have been determined.