Total synthesis of the anti-inflammatory lipid mediator Resolvin E2
AR Rodriguez, BW Spur - Tetrahedron Letters, 2012 - Elsevier
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. Pd0/CuI Sonogashira couplings of the three key fragments and Zn (Cu/Ag)
reduction completed the synthesis of Resolvin E2.
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. Pd0/CuI Sonogashira couplings of the three key fragments and Zn (Cu/Ag)
reduction completed the synthesis of Resolvin E2.
