Total synthesis of azithromycin

Angew Chem Int Ed Engl. 2009;48(10):1827-9. doi: 10.1002/anie.200805334.

Abstract

The quaternary king: Azithromycin (1), which has improved pharmacological profiles compared with erythromycins, was the target of an enantioselective synthesis. All the stereogenic quaternary carbon centers were elaborated by a desymmetrization of 2-substituted glycerols using a chiral imine/CuCl(2) catalyst.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Azithromycin / chemical synthesis*
  • Azithromycin / chemistry
  • Catalysis
  • Copper / chemistry
  • Erythromycin / chemistry
  • Imines / chemistry
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Imines
  • Erythromycin
  • Copper
  • Azithromycin