New synthetic route to N-tocopherol derivatives: synthesis of pyrrolopyridinol analogue of α-tocopherol from pyridoxine

Org Biomol Chem. 2011 Mar 21;9(6):1749-55. doi: 10.1039/c0ob00991a. Epub 2011 Jan 21.

Abstract

A new synthetic route to pyrrolopyridinol antioxidants from easily accessible pyridoxine was developed which includes phase-transfer catalytic alkylation and intramolecular Cu(I)-catalyzed amination as key steps.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Hydroxylation
  • Molecular Structure
  • Pyridines / chemistry*
  • Pyridoxine / chemistry*
  • Pyrroles / chemistry*
  • Stereoisomerism
  • alpha-Tocopherol / analogs & derivatives*
  • alpha-Tocopherol / chemical synthesis

Substances

  • Pyridines
  • Pyrroles
  • alpha-Tocopherol
  • Pyridoxine