1989
DOI: 10.1002/ange.19891010633
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Ein neuer Weg zu Schlüsselbausteinen für die Synthese von 5,6‐DiHETE und Lipoxin A4

Abstract: Die hoch diastereoselektive Osmylierung einer C  C‐Bindung in Nachbarschaft zu einem Komplexfragment ist der Schlüsselschritt des Aufbaus von 2 aus dem Butadien(tricarbonyl)eisen‐Komplex 1. Die Diole 2 lassen sich leicht in 3, Schlüsselverbindungen der Synthese von 5,6‐DiHETE und Lipoxin A4 umwandeln. R = SiPh2tBu; R′ = Me; E = CO2Me.

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Cited by 8 publications
(1 citation statement)
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“…In another recent communication [ 452 ] the Grées group reported a new stereoselective synthesis of the erythro and threo carbonates 263, which are key intermediates for the preparation of (5,6)-DIHETES and Lipoxin A 4 (polyhydroxylated metabolities of the arachidonic acid cascade with their potent biological properties). Starting from the butadiene-tricarbonyl-iron complex 262, which has been resolved, the multi-step procedure includes a key step of highly diastereoselective osmylation of double bonds vicinal to the organometallic complex (e.g., the dienyl-Fe(CO) 3 moiety).…”
Section: Synthesis Of Natural Products Via Iron Carbonylsmentioning
confidence: 99%
“…In another recent communication [ 452 ] the Grées group reported a new stereoselective synthesis of the erythro and threo carbonates 263, which are key intermediates for the preparation of (5,6)-DIHETES and Lipoxin A 4 (polyhydroxylated metabolities of the arachidonic acid cascade with their potent biological properties). Starting from the butadiene-tricarbonyl-iron complex 262, which has been resolved, the multi-step procedure includes a key step of highly diastereoselective osmylation of double bonds vicinal to the organometallic complex (e.g., the dienyl-Fe(CO) 3 moiety).…”
Section: Synthesis Of Natural Products Via Iron Carbonylsmentioning
confidence: 99%