Download PDF
Synlett 1995; 1995(6): 587-596
DOI: 10.1055/s-1995-5007
account
© 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.

A General Method for the Synthesis of Bridged Indole Alkaloids. Addition of Carbon Nucleophiles to N-Alkylpyridinium Salts

Joan Bosch* , M.-Lluïsa Bennasar
  • *Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028-Barcelona, Spain, Fax 34-3-4021896; Bitnet bennasar@farmacia.far.ub.es
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The methodology based on the nucleophilic addition of stabilized carbon nucleophiles to N-alkylpyridinium salts constitutes a powerful tool for the synthesis of bridged indole alkaloids belonging to a variety of structural types, either tetracyclic (as vinoxine and ervitsine) or pentacyclic, in the latter case after closure of the tryptamine chain by cyclization upon the indole ring.

Indole alkaloids - pyridinium salts - dihydropyridines

      >