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

Von Oppolzer, Wolfgang; Gaudin, Jean-Marc; Bedoya Zurita, Manuel; Hueso Rodriguez, Juan Antonio; Raynham, Tony Michael; Robyr, Chantal

doi:10.1016/S0040-4039(00)80587-0

Scientific article

English

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

ContributorsVon Oppolzer, Wolfgang; Gaudin, Jean-Marc; Bedoya Zurita, Manuel; Hueso Rodriguez, Juan Antonio; Raynham, Tony Michael; Robyr, Chantal

Published inTetrahedron letters, vol. 29, no. 37, p. 4709-4712

Publication date1988

Abstract

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.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang et al. Synthesis of nitrogen- or oxygen- containing ring systems by palladium-catalyzed intramolecular olefin allylations. In: Tetrahedron letters, 1988, vol. 29, n° 37, p. 4709–4712. doi: 10.1016/S0040-4039(00)80587-0

Article (Published version)

Identifiers

PID : unige:166688
DOI : 10.1016/S0040-4039(00)80587-0

Commercial URLhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900805870

Journal ISSN0040-4039

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

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