title: An efficient total synthesis of leukotriene B4.
abstract: Lipid mediators have attracted great interest from scientists within the chemical, medicinal, and pharmaceutical research community. One such example is leukotriene B4 which has been the subject of many pharmacological studies. Herein, we report a convergent and stereoselective synthesis of this potent lipid mediator in 5% yield over 10 steps in the longest linear sequence from commercial starting materials. The key steps were a stereocontrolled acetate-aldol reaction with Nagao's chiral auxiliary and a Z-selective Boland reduction. All spectroscopic data were in agreement with those previously reported.
authors: Department of Pharmaceutical Chemistry, School of Pharmacy, University of Oslo, PO Box 1068 Blindern, N-0316 Oslo, Norway. anders.vik@farmasi.uio.no k.g.primdahl@farmasi.uio.no j.e.tungen@farmasi.uio.no marius.aursnes@farmasi.uio.no t.v.hansen@farmasi.uio.no.
authors: Karoline Gangestad
authors: KG
authors: Primdahl
authors: Jørn Eivind
authors: JE
authors: Tungen
authors: Marius
authors: M
authors: Aursnes
authors: Trond Vidar
authors: TV
authors: Hansen
authors: Anders
authors: A
authors: Vik
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry; D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry; D007975:Leukotriene B4 / Q000096:biosynthesis / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000480:Alkynes; D007975:Leukotriene B4