The novel and efficient direct synthesis of N,O-acetal compounds using a hypervalent iodine(III) reagent: an improved synthetic method for a key intermediate of discorhabdins

Chem Commun (Camb). 2005 Apr 7:(13):1764-6. doi: 10.1039/b418212j. Epub 2005 Feb 4.

Abstract

The use of hypervalent iodine(III) reagents allowed us to develop the novel and efficient direct synthesis of N,O-acetal compounds via the oxidative fragmentation reaction of alpha-amino acids or alpha-amino alcohols; furthermore, we succeeded in developing an improved synthesis of the key intermediate of discorhabdins.

MeSH terms

  • Acetals / chemistry*
  • Amino Alcohols / chemistry
  • Iodine Compounds / chemical synthesis*
  • Iodine Compounds / chemistry
  • Molecular Structure
  • Nitrogen / chemistry*
  • Oxidation-Reduction
  • Oxygen / chemistry*
  • Quinones / chemical synthesis
  • Quinones / chemistry*
  • Serine / analogs & derivatives
  • Serine / chemistry

Substances

  • Acetals
  • Amino Alcohols
  • Iodine Compounds
  • Quinones
  • Serine
  • serine methyl ester
  • Nitrogen
  • Oxygen