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

✍ Scribed by Masahiko Terakado; Kouya Murai; Masahiro Miyazawa; Keiji Yamamoto

• Book ID: 104203420
• Publisher: Elsevier Science
• Year: 1994
• Tongue: French
• Weight: 1024 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)85639-8

✦ Synopsis

The palladium(O)-catalyzed carbonylations, in acetic acid as a necessary solvent, of 2,7octadienvl acetate and homolomms via x-ahvloalalladium so&es were oreceded bv their intramolecular olefin insertion to form m&tures of cislrrans-2-vinylcyclopentylacetyl-and cisltranscyclohexylacetylpalladium intermediates, which undergo further the intramolecular (5exo) Heck reaction to give bicycle-c3.3.01 and [4.3.01 skeletons, respectively, except for one case affording rrans-2vinylcyclogentylacetic acid as a major product.