Total synthesis of sphingofungin F

Org Lett. 2002 Dec 12;4(25):4403-5. doi: 10.1021/ol020164f.

Abstract

[reaction: see text] A concise, stereocontrolled synthesis of sphingofungin F was achieved. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0), MgBr(2)-promoted gamma-alkoxy allylic stannane addition, and palladium(0)-catalyzed coupling of a vinyl iodide with an organozinc reagent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry*
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry*
  • Catalysis
  • Fatty Acids, Unsaturated / chemical synthesis*
  • Fatty Acids, Unsaturated / chemistry*
  • Molecular Structure
  • Palladium / chemistry
  • Stereoisomerism

Substances

  • Amino Acids
  • Antifungal Agents
  • Fatty Acids, Unsaturated
  • sphingofungin F
  • Palladium