Development of the Vinylogous Pictet-Spengler Cyclization and Total Synthesis of (±)-LundurineA

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 (±)-lundurineA.

Original languageEnglish (US)
JournalAngewandte Chemie - International Edition
DOIs
Publication statusAccepted/In press - Jan 1 2018

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Keywords

  • Alkaloids
  • Cyclization
  • Lewis acids
  • Nitrogen heterocycles
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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