Total syntheses of the monoterpene indole alkaloids (±)-alstilobanine A and E and (±)-angustilodine.

@article{Feng2014TotalSO,
  title={Total syntheses of the monoterpene indole alkaloids (±)-alstilobanine A and E and (±)-angustilodine.},
  author={Yiqing Feng and Max M Majireck and Steven M Weinreb},
  journal={The Journal of organic chemistry},
  year={2014},
  volume={79 1},
  pages={
          7-24
        }
}
A synthetic strategy has been developed culminating in stereoselective total syntheses of the small class of unusual monoterpenoid indole alkaloids exemplified by alstilobanines A (3) and E (2) and angustilodine (1). A pivotal step includes a novel intermolecular Michael-type addition of an indole ester dianion to a piperidine-derived nitrosoalkene to form the C15, C16 bond of the alkaloids. In addition, an application of the Romo protocol for effecting a stereoselective intramolecular… 
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23 Citations

23 Citations

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