Rabe rest in peace: confirmation of the rabe-kindler conversion of D-quinotoxine into quinine: experimental affirmation of the Woodward-Doering formal total synthesis of quinine

Angew Chem Int Ed Engl. 2008;47(9):1736-40. doi: 10.1002/anie.200705421.

Abstract

The three-step conversion of d-quinotoxine into quinine, as originally reported by Rabe and Kindler in 1918, has been experimentally verified. This conversion serves to re-affirm the formal total synthesis of quinine reported by Woodward and Doering in 1944.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Aluminum / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Piperidines / chemistry*
  • Quinine / chemical synthesis*
  • Quinolines / chemistry*

Substances

  • Piperidines
  • Quinolines
  • quinotoxine
  • Quinine
  • Aluminum