Total synthesis of aspirin-triggered 15-epi-lipoxin A4

Ana R. Rodríguez, Bernd W. Spur

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

The total synthesis of aspirin-triggered 15-epi-LXA4 has been achieved using a chiral pool strategy for the C1-C12 fragment starting from 2-deoxy-D-ribose. Sharpless catalytic AE generated the C15 chiral center with >98% ee. The stereospecific (Z)-reduction of the conjugated trienyne to the tetraene was achieved with Zn(Cu/Ag) in aq. CH3OH at rt.

Original languageEnglish (US)
Pages (from-to)6057-6060
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number35
DOIs
StatePublished - Aug 27 2001

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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