Synthesis of plakortethers F and G

J Org Chem. 2009 Aug 21;74(16):6083-91. doi: 10.1021/jo901203s.

Abstract

Synthesis of plakortethers F and G has been performed by taking advantage of the symmetry in the structure. The structures of the prepared compounds have been confirmed by COSY, 1D NOE, and chemical transformation studies. The synthetic plakortether F was found to match the natural product by all physical data. The synthetic plakortether G exhibited several disagreements in (13)C NMR data with the reported values. However, on the basis of an extremely close match in appearance of its (1)H NMR spectrum to the obtained (1)H NMR spectrum of the natural product, as well as matching optical rotations, the two compounds are believed to be identical.

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

  • Biological Products / chemical synthesis
  • Biological Products / chemistry
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Magnetic Resonance Spectroscopy

Substances

  • Biological Products
  • Furans
  • plakortether F
  • plakortether G
  • tetrahydrofuran