Iridium-Catalyzed Asymmetric Intramolecular Allylic Amidation: Enantioselective Synthesis of Chiral Tetrahydroisoquinolines and Saturated Nitrogen Heterocycles

Johannes F. Teichert, Martín Fañanás-Mastral, Bernard Feringa

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Abstract

For the first time iridium catalysis has been used for the synthesis of chiral tetrahydroisoquinolines with excellent yields and high enantioselectivities (see scheme; cod=1,5-cyclooctadiene, DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). These products are important chiral building blocks for the synthesis of biologically active compounds, in particular alkaloids.
Original languageEnglish
Pages (from-to)688-691
Number of pages4
JournalAngewandte Chemie International Edition
Volume50
Issue number3
DOIs
Publication statusPublished - 2011

Keywords

  • phosphoramidites
  • nitrogen heterocycles
  • iridium
  • asymmetric catalysis
  • allylic compounds

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