The Pictet-Spengler reaction in solid-phase combinatorial chemistry

Thomas E Nielsen, Frederik Diness, Morten Meldal

66 Citations (Scopus)

Abstract

The Pictet-Spengler reaction is an important reaction for the generation of tetrahydro-beta-carbolines and tetrahydroisoquinoline ring systems, which exhibit a range of biological and pharmacological properties. This review covers the solid-phase Pictet-Spengler reaction, as employed in solid-phase routes toward a range of complex heterocyclic ring systems, with focus on experimental conditions, efficiency and diastereoselectivity. This is illustrated by the application of this reaction to the synthesis of combinatorial libraries, natural product analogs and drug-like scaffolds.

Original languageEnglish
JournalCurrent Opinion in Drug Discovery & Development
Volume6
Issue number6
Pages (from-to)801-14
Number of pages14
ISSN1367-6733
Publication statusPublished - Nov 2003

Keywords

  • Carbolines
  • Chemistry, Pharmaceutical
  • Combinatorial Chemistry Techniques
  • Denmark
  • Heterocyclic Compounds
  • Molecular Structure
  • Tetrahydroisoquinolines

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