Novel synthesis of the C1-C15 polyether domain of the thyrsiferol and venustatriol natural products

Org Lett. 1999 Jul 29;1(2):319-22. doi: 10.1021/ol990648k.

Abstract

[formula: see text] A convergent construction of the C1-C15 domain of the thyrsiferol-related natural products has been developed. This involved the separate construction of C1-C7 and C8-C15 fragments, their organochromic-mediated coupling, and subsequent reductive closure of the B ring. This synthetic A-B-C ring construct will be useful for the total synthesis of the biologically active polyether squalenoid natural products, as well as their non-natural analogues.

Publication types

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

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antiviral Agents / chemical synthesis
  • Enzyme Inhibitors / chemical synthesis
  • Ethers / chemistry
  • Eukaryota / chemistry*
  • Furans / chemical synthesis*
  • Pyrans / chemical synthesis*

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Enzyme Inhibitors
  • Ethers
  • Furans
  • Pyrans
  • venustatriol
  • thyrsiferol