Stereoselective synthesis of (+)-loline alkaloid skeleton.

  title={Stereoselective synthesis of (+)-loline alkaloid skeleton.},
  author={Kelsey E Miller and Anthony J A Wright and Margaret K Olesen and M Todd Hovey and Jonathan R Scheerer},
  journal={The Journal of organic chemistry},
  volume={80 3},
The loline alkaloids present a compact polycyclic pyrrolizidine skeleton and contain a strained five-membered ethereal bridge, structural features that have proven challenging for synthetic chemists to incorporate since the discovery of this natural product family more than 100 years ago. These alkaloids are produced by mutualistic fungal symbionts (endophytes) living on certain species of pasture grasses and protect the host plant from insect herbivory. The asymmetric total synthesis of loline… CONTINUE READING
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