177. Palladium-Catalyzed ‘Metallo-Ene’-Type Cyclization/Vinylstannane Coupling of 1-Acetoxy-octa-2,7-dienes and 1-Acetoxy-oct-2-en-7-ynes
     Oppolzer, W.; Ruiz-Montes, J.
     Helv. Chim. Acta 1993, 76, 1266-1274

Palladiumbis(dibenzylideneacetone)/tri(2-furyl)phosphine-catalyzed cyclizations of dienyl acetates 2 in the presence of an (1-alkenyl)(tributyl)stannane and ZnCl₂ provided trans-substituted 3-alkenyl-4-vinylcyclopentanes 11 in good yields. Analogous intramolecular carbometallation/C,C-coupling of enynyl acetates 4, 6, and 8 furnished, stereospecifically, monocylic trienes 19, 20, and 21, respectively.

DOI : 10.1002/hlca.19930760313 

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