Tetrahedron

Palladium (0)-catalyzed cyclization-carbonylation of 2, 7-octadienyl acetate and homologues

M Terakado, K Murai, M Miyazawa, K Yamamoto

Index: Terakado, Masahiko; Murai, Kouya; Miyazawa, Masahiro; Yamamoto, Keiji Tetrahedron, 1994 , vol. 50, # 19 p. 5705 - 5718

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Citation Number: 25

Abstract

The palladium (0)-catalyzed carbonylations, in acetic acid as a necessary solvent, of 2, 7- octadienyl acetate and homologues via π-allylpalladium species were preceded by their intramolecular olefin insertion to form mixtures of cis/trans-2-vinylcyclopentylacetyl-and cis/trans-cyclohexylacetylpalladium intermediates, which undergo further the intramolecular (5-exo) Heck reaction to give bicyclo-[3.3. 0] and [4.3. 0] skeletons, respectively, except for ...