Enantioselective Assembly of Tricyclic Tetrahydroquinoline Derivatives

Mustafa Z. Kazancioglu, Erbay Kalay, Elif Akin Kazancioglu, Vsevolod A. Peshkov

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A three-step synthetic route towards enantioenriched tricyclic tetrahydroquinoline derivatives has been investigated. The first step involved the assembly of 4-amino-tetrahydroquinoline core through the asymmetric three-component Povarov reaction of benzyl (E)-prop-1-en-1-ylcarbamate and p-anisidine with aliphatic aldehydes of various length bearing protected hydroxyl group. The alcohol was then deprotected and employed in an intramolecular reaction with a secondary amine of tetrahydroquinoline moiety producing desired tricyclic scaffolds.

Original languageEnglish
Pages (from-to)8797-8799
Number of pages3
JournalChemistrySelect
Volume4
Issue number30
DOIs
Publication statusPublished - Jan 1 2019

Keywords

  • Asymmetric synthesis
  • Multicomponent reactions
  • Nitrogen heterocycles
  • Povarov reaction
  • Tetrahydroquinolines

ASJC Scopus subject areas

  • Chemistry(all)

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