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Publication 136  

  1. Synthesis of nitrogen- or oxygen- containing ring systems by palladium-catalyzed intramolecular olefin allylations
    Oppolzer, W.; Gaudin, J.-M.; Bedoya-Zurita, M.; Hueso-Rodriguez, J.; Raynham, T. M.; Robyr, C.
    Tetrahedron Lett. 1988, 29, 4709-4712

Pd(PPh3)4-catalyzed cyclizations of N-allyl(crotyl, 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.

DOI : 10.1016/S0040-4039(00)80587-0