PALLADIUM COMPLEX-CATALYZED CARBOCYCLIZATION-DISTANNYLATION, CARBOCYCLIZATION-DISILYLATION AND CARBOCYCLIZATION-SILASTANNYLATION OF BIS-DIENES USING DISTANNANES, DISILANES AND SILYLSTANNANES

Citation
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
Citations number
58
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
5
Year of publication
1995
Pages
599 - 608
Database
ISI
SICI code
0300-922X(1995):5<599:PCCC>2.0.ZU;2-3
Abstract
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.