Desymmetrization of 4,6-diprotected myo-inositol

Chem Commun (Camb). 2013 Aug 28;49(67):7409-11. doi: 10.1039/c3cc43663b.

Abstract

The asymmetric desymmetrization of 4,6-diprotected myo-inositol derivatives was achieved by using a bifunctional, readily available nucleophilic catalyst. The orthogonally protected products were obtained in 80-99% yield with 90-99% ee. Such structures serve as potential enantiopure building blocks for the synthesis of myo-inositol phosphates.

MeSH terms

  • Catalysis
  • Inositol / analogs & derivatives*
  • Inositol Phosphates / chemical synthesis*
  • Inositol Phosphates / chemistry
  • Stereoisomerism

Substances

  • Inositol Phosphates
  • Inositol