Regioselective synthesis of pyrroloquinolines - Approaches to martinelline.

M Hadden, PJ Stevenson*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

109 Citations (Scopus)

Abstract

Indium trichloride catalysed Diels-Alder reaction of imines derived from anilines with cyclic enamides regioselectively gave the biologically important pyrroloquinoline nucleus, with a cis ring junction, in moderate yield. Although the euo:endo selectivity was in most cases poor, these isomers are readily separated by flash chromatography. The functionality tolerated at both C2 and C7 should allow further elaboration to Martinelline (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)1215-1218
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number6
Publication statusPublished - 05 Feb 1999

Keywords

  • FACILE SYNTHESIS

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