Development of the Vinylogous Pictet–Spengler Cyclization and Total Synthesis of (±)-Lundurine A

Aaron Nash, Xiangbing Qi, Pradip Maity, Kyle Owens, Uttam K. Tambar

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

A novel vinylogous Pictet–Spengler cyclization has been developed for the generation of indole-annulated medium-sized rings. The method enables the synthesis of tetrahydroazocinoindoles with a fully substituted carbon center, a prevalent structural motif in many biologically active alkaloids. The strategy has been applied to the total synthesis of (±)-lundurine A.

Original languageEnglish (US)
Pages (from-to)6888-6891
Number of pages4
JournalAngewandte Chemie - International Edition
Volume57
Issue number23
DOIs
StatePublished - Jun 4 2018

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Keywords

  • Lewis acids
  • alkaloids
  • cyclization
  • nitrogen heterocycles
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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