Total synthesis and biological evaluation of halipeptins A and D and analogues.

@article{Nicolaou2006TotalSA,
  title={Total synthesis and biological evaluation of halipeptins A and D and analogues.},
  author={K. Nicolaou and D. Lizos and David W. Kim and Daniel Schlawe and Rita G de Noronha and Deborah A. Longbottom and M. Rodriquez and M. Bucci and G. Cirino},
  journal={Journal of the American Chemical Society},
  year={2006},
  volume={128 13},
  pages={
          4460-70
        }
}
The marine-derived halipeptins A (1a) and D (1d) and their analogues 3a, 3d and 4a, 4d were synthesized starting from building blocks 10, 13, 14a or 14d, 15, and 16. The first strategy for assembling the building blocks, involving a macrolactamization reaction to form the 16-membered ring hydroxy thioamide 52d as a precursor, furnished the epi-isoleucine analogue (4d) of halipeptin D, whereas a second approach involving thiazoline formation prior to macrolactamization led to a mixture of… Expand
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