Total synthesis of 17-isoLevuglandin E4 and the structure of C22-PGF4alpha.

  title={Total synthesis of 17-isoLevuglandin E4 and the structure of C22-PGF4alpha.},
  author={W. Sha and R. Salomon},
  journal={The Journal of organic chemistry},
  volume={65 17},
  • W. Sha, R. Salomon
  • Published 2000
  • Chemistry, Medicine
  • The Journal of organic chemistry
  • The isolevuglandin 17-isoLGE4 (10-acetyl-11-formyl-14-hydroxynonadeca-4(Z),7(Z),12(E),16(Z)-tetr aenoic acid) is a levulinaldehyde derivative that is expected to be generated during the free radical-induced oxidation of docosahexaenoic acid. A total synthesis was executed to facilitate detection and identification of 17-isoLGE4 in biological samples. Conjugate addition of a higher order vinyl cyanocuprate to a gamma-alkoxy enone achieved the final carbon-carbon bond formation to complete a… CONTINUE READING
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