Total synthesis of the ethanol inducible, proinflammatory autacoid 3(S)-hydroxy-leukotriene B4 (3-OH-LTB4) and analogues

Kamlesh Chauhan, Rama K. Bhatt, J R Falck, Jorge H. Capdevila

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

3(S)-Hydroxy-Leukotriene B4 (1a), its 3(R)-epimer 1b, and a 14,15-acetylenic analogue were efficiently prepared via chelation-controlled reduction of ketone 12, obtained by acetylide addition to chiral β-hydroxylactones 7/9.

Original languageEnglish (US)
Pages (from-to)1825-1828
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number12
DOIs
StatePublished - Mar 21 1994

Fingerprint

Autacoids
Leukotriene B4
Chelation
Ketones
Ethanol
hydroxide ion
3-hydroxyleukotriene B4

Keywords

  • chelation-controlled reduction
  • eicosanoid
  • Rieke zinc
  • Wittig

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Total synthesis of the ethanol inducible, proinflammatory autacoid 3(S)-hydroxy-leukotriene B4 (3-OH-LTB4) and analogues. / Chauhan, Kamlesh; Bhatt, Rama K.; Falck, J R; Capdevila, Jorge H.

In: Tetrahedron Letters, Vol. 35, No. 12, 21.03.1994, p. 1825-1828.

Research output: Contribution to journalArticle

Chauhan, Kamlesh ; Bhatt, Rama K. ; Falck, J R ; Capdevila, Jorge H. / Total synthesis of the ethanol inducible, proinflammatory autacoid 3(S)-hydroxy-leukotriene B4 (3-OH-LTB4) and analogues. In: Tetrahedron Letters. 1994 ; Vol. 35, No. 12. pp. 1825-1828.
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