Total synthesis of peroxyacarnoates A and D: metal-mediated couplings as a convergent approach to polyunsaturated peroxides

Org Lett. 2005 Jun 9;7(12):2509-11. doi: 10.1021/ol050291m.

Abstract

[reaction: see text] The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / chemistry
  • Animals
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Catalysis
  • Dioxanes / chemical synthesis*
  • Dioxanes / chemistry
  • Indicators and Reagents
  • Molecular Structure
  • Palladium / chemistry
  • Porifera / chemistry
  • Stereoisomerism

Substances

  • Alkenes
  • Biological Products
  • Dioxanes
  • Indicators and Reagents
  • peroxyacarnoate A
  • peroxyacarnoate D
  • Palladium