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Synthesis of nitrogen- or oxygen- containing ring systems by palladium-catalyzed intramolecular olefin allylations

✍ Scribed by W. Oppolzer; J.-M. Gaudin; M. Bedoya-Zurita; J. Hueso-Rodriguez; T.M. Raynham; C. Robyr

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 249 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80587-0

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✦ Synopsis

Pd(PPh3)4-catalyzed cyclizations of N-allyl(croty1, or 3-butenyl),N-butenyloxy derivatives and of an allyl(2-butenyloxy) ether give pyrrolidines, piperidines and a tetrahydrofuran in good yields. Hexahydroindoles and octahydroquinolines are thus obtained from the corresponding N-(2-or 3-butenyl),N-(4-acetoxy-2-cyclohexenyl) amides with excellent stereocontrol. Pd(O)-catalyzed cyclizations of l-acetoxy-2,7(g)-dienes I, X = C(S02Ar)2 or C(COOMe)2, n =

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