Corpus ID: 82941467

The total synthesis of insect antifeedant (-)-dihydroclerodin starting from R-(-)-carvone

@inproceedings{Meulemans2000TheTS,
  title={The total synthesis of insect antifeedant (-)-dihydroclerodin starting from R-(-)-carvone},
  author={T. M. Meulemans},
  year={2000}
}
  • T. M. Meulemans
  • Published 2000
  • Chemistry
  • The first total synthesis of the natural enantiomer of the insect-antifeedant dihydroclerodin ( 1 ) and lupulin C ( 268 ) has been achieved in 18 and 17 steps respectively starting from R-(-)-carvone ( 2 ). A new strategy was developed in which the hexahydrofuro[2,3- b ]furan fragment was introduced in the beginning of the synthesis, via a remarkably diastereoselective Mukaiyama reaction of silyl enol ether 135 with 2-methoxy-hexahydrofuro[2,3- b ]furan ( 156 ), which gave only two of the… CONTINUE READING