myo-Inositol 1,3-acetals as early intermediates during the synthesis of cyclitol derivatives

Carbohydr Res. 2014 Nov 18:399:8-14. doi: 10.1016/j.carres.2014.08.010. Epub 2014 Aug 23.

Abstract

Synthetic sequences starting from commercially available myo-inositol necessarily involve protection-deprotection strategies of its six hydroxyl groups. Several strategies have been developed/attempted over the last several decades leading to the synthesis of naturally occurring phosphoinositols, their analogs, and cyclitol derivatives. Of late, myo-inositol 1,3-acetals, which can be obtained by the reductive cleavage of myo-inositol orthoesters have emerged as early intermediates for the synthesis of phosphorylated and other inositol derivatives. This mini-review is an attempt to illustrate the economy and convenience of using myo-inositol 1,3-acetals as early intermediates during syntheses from myo-inositol.

Keywords: Acetal; Cyclitol; Inositol; Protecting group; Signal transduction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemical synthesis
  • Acetals / chemistry*
  • Inositol / analogs & derivatives*
  • Inositol / chemical synthesis
  • Inositol / chemistry
  • Molecular Conformation

Substances

  • Acetals
  • Inositol