A Combined Tamaru Allylation/Olefin Cross-Metathesis Approach for the Total Syntheses of (±)-Paniculidine B, (±)-Paniculidine C, and 2-Methylcarbazole

Yi Lun Tseng, Min Chieh Liang, I. Chia Chen, Yen-Ku Wu*

*Corresponding author for this work

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

A concise approach to the total syntheses of racemic paniculidines B and C is described. The route features a combined Tamaru allylation/olefin cross-metathesis sequence for the regiocontrolled synthesis of prenylindole intermediates. In addition, we report a transformation of the prenylated indole into 2-methylcarbazole catalyzed by sulfonic acid-functionalized silica gel.

Original languageEnglish
Article numberst-2017-w0744-l
Pages (from-to)609-612
Number of pages4
JournalSynlett
Volume29
Issue number5
DOIs
StatePublished - 15 Mar 2018

Keywords

  • alkaloids
  • carbazoles
  • cross-metathesis
  • prenylindoles
  • Tamaru allylation
  • total synthesis

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