1,3,5-Triaza-7-phosphaadamantane (PTA) Derived Caged Phosphines for Palladium-Catalyzed Selective Functionalization of Nucleosides and Heteroarenes

Chem Rec. 2021 Jan;21(1):188-203. doi: 10.1002/tcr.202000109. Epub 2020 Nov 24.

Abstract

Phosphines have, in combination with transition metals, played a pivotal role in the rapid development of efficient catalytic processes. Caged phosphines constitute a class of three-dimensional scaffolds providing unique control over steric and electronic properties. The versatility of the caged phosphine ligands has been demonstrated elegantly by the groups of Verkade, Gonzalvi as well as Stradiotto. Our research group has also been working extensively for the past several years in the development of 1,3,5-triaza-7-phosphaadamantane-based caged ligands and in this personal note we have summarized these applications pertaining to the modification of biologically useful nucleosides and heteroarenes.

Keywords: Caged Phosphines; Coupling Reactions; Heteroarenes; Nucleosides; Palladium Catalysis.

Publication types

  • Review

MeSH terms

  • Adamantane / analogs & derivatives*
  • Adamantane / chemical synthesis
  • Aza Compounds / chemistry
  • Catalysis
  • Coordination Complexes / chemistry*
  • Heterocyclic Compounds / chemical synthesis*
  • Nucleosides / chemical synthesis*
  • Organophosphorus Compounds / chemical synthesis*
  • Palladium / chemistry

Substances

  • 1,3,5-triaza-7-phosphaadamantane
  • Aza Compounds
  • Coordination Complexes
  • Heterocyclic Compounds
  • Nucleosides
  • Organophosphorus Compounds
  • Palladium
  • Adamantane