Total synthesis of gigantetrocin A

Chirality. 2000 Jul;12(7):581-9. doi: 10.1002/1520-636X(2000)12:7<581::AID-CHIR6>3.0.CO;2-P.

Abstract

A highly efficient synthetic method for the trans-tetrahydrofuran (THF) ring building block was established and the title compound was synthesized in 19 steps from trans-1,4-dichloro-2-butene via a convergent route with a Wittig reaction as the key step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes
  • Catalysis
  • Chromatography, High Pressure Liquid
  • Cyclization
  • Ethers
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Glutamates / chemistry
  • Lactones / chemistry
  • Stereoisomerism

Substances

  • Aldehydes
  • Ethers
  • Furans
  • Glutamates
  • Lactones
  • gigantetracin A