PDF herunterladen
Synlett 1993; 1993(8): 595-597
DOI: 10.1055/s-1993-22543
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Stereoselective Synthesis of Bicyclic Pyrrolidines and Piperidines via the Reductive Alkylation of Azides with Organyldichloroboranes - Intramolecular Nucleophilic Substitution Tandem Sequence

Jean-Michel Jego* , Bertrand Carboni, Abdullah Youssofi, Michel Vaultier
  • *Groupe de Recherche de Physicochimie Structurale, URA CNRS 704, Université de Rennes I, Avenue du Général Leclerc, F-35042 Rennes Cédex, France
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
19. März 2002 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

ω-Halogenoalkyldichloroboranes are easily prepared in a stereocontrolled manner by hydroboration of ω-bromoalkylcycloalkenes or Diels-Alder reaction of (E)-alkenyldichloroboranes. Amination with benzylazide followed by an intramolecular nucleophilic substitution afforded the corresponding trans-pyrrolidines or piperidines