Total synthesis of the anti-inflammatory lipid mediator Resolvin E2

Ana R. Rodriguez, Bernd W. Spur

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

The total synthesis of Resolvin E2, an endogenous lipid mediator of the resolution of inflammation derived from eicosapentaenoic acid, has been achieved. The chiral hydroxy-groups at C5 and C18 were generated in a simple, efficient, and environmentally friendly manner via an asymmetric Noyori transfer hydrogenation in water using sodium formate as a reducing agent. Pd 0/Cu I Sonogashira couplings of the three key fragments and Zn(Cu/Ag) reduction completed the synthesis of Resolvin E2.

Original languageEnglish (US)
Pages (from-to)1912-1915
Number of pages4
JournalTetrahedron Letters
Volume53
Issue number15
DOIs
StatePublished - Apr 11 2012

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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