Synthesis of the entire framework of tartrolon B utilizing a silicon-tethered ring-closing metathesis strategy

Org Lett. 2006 Nov 9;8(23):5219-22. doi: 10.1021/ol061952y.

Abstract

[Structure: see text] A tandem ring-closing metathesis (RCM) of silaketal-tethered dienynes gives rise to bicyclic siloxanes, which upon removal of the silicon tether afford dienediol skeletons with a stereodefined E,Z-1,3-diene motif. The implementation of this methodology has led to the construction of the entire C1-C21 linear carbon skeleton of tartrolon B.

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Borates / chemical synthesis
  • Lactones / chemistry
  • Molecular Structure
  • Silicon / chemistry*

Substances

  • Anti-Bacterial Agents
  • Borates
  • Lactones
  • tartrolon A
  • tartrolon B
  • Silicon