Evolution of a protecting-group-free total synthesis: studies en route to the neuroactive marine macrolide (-)-palmyrolide A.

@article{TelloAburto2012EvolutionOA,
  title={Evolution of a protecting-group-free total synthesis: studies en route to the neuroactive marine macrolide (-)-palmyrolide A.},
  author={Rodolfo Tello-Aburto and Tara D Newar and William A. Maio},
  journal={The Journal of organic chemistry},
  year={2012},
  volume={77 14},
  pages={
          6271-89
        }
}
A full account of our synthetic work toward the first total synthesis of the neuroactive marine macrolide (-)-palmyrolide A is described. Our first-generation approach aimed to unlock the unknown C(5)-C(7) stereochemical relationship via the synthesis of four diastereomers of palmyrolide A aldehyde, a known degradation product. When these efforts provided inconclusive results, recourse to synthesizing all possible stereocombinations of the 15-membered macrolide was undertaken. These studies… 
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