Diastereospecific synthesis of phosphinidene-capped cyclodextrins leading to "introverted" ligands

Chem Commun (Camb). 2004 Mar 21:(6):634-5. doi: 10.1039/b315802k. Epub 2004 Feb 20.

Abstract

alpha-Cyclodextrins (alpha-CDs) containing "PPh" units which cap the primary face of the CD were obtained in high yield by reaction of Li(2)PPh with A,B- or A,C-dimesylated and A,B,D,E-tetramesylated precursors; the resulting phosphines are diastereomerically pure and constitute valuable precursors for the synthesis of metallo-cavitands.

MeSH terms

  • Carbohydrate Conformation
  • Cyclodextrins / chemical synthesis*
  • Ethers, Cyclic / chemical synthesis
  • Ligands
  • Models, Molecular
  • Phosphines / chemical synthesis
  • Phosphines / chemistry*
  • Resorcinols / chemical synthesis
  • Stereoisomerism

Substances

  • Cyclodextrins
  • Ethers, Cyclic
  • Ligands
  • Phosphines
  • Resorcinols
  • cavitand