Concise and Gram-Scale Total Synthesis of Lansiumamides A and B and Alatamide

Molecules. 2019 Oct 19;24(20):3764. doi: 10.3390/molecules24203764.

Abstract

The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either Z- or E-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.

Keywords: alatamide; copper-catalyzed buchwald coupling; lansiumamide; total synthesis.

MeSH terms

  • Anti-Obesity Agents / chemical synthesis*
  • Anti-Obesity Agents / chemistry
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Catalysis
  • Cinnamates / chemical synthesis*
  • Cinnamates / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Anti-Obesity Agents
  • Biological Products
  • Cinnamates