Radical cyclization; towards the syntheses of tetranor metabolites of 15-F 2t-isoprostane

Radical cyclization of acyclic 1-substituted-2,4-dihydroxylated 5-hexenyl radicals produced functionalized cyclopentane derivatives. These cyclopentanic precursors after different protection/deprotection reactions followed by Wittig and Horner–Wadsworth–Emmons coupling reactions led to the main urin...

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Bibliographic Details
Published inTetrahedron Vol. 59; no. 14; pp. 2485 - 2495
Main Authors Durand, Thierry, Henry, Olivier, Guy, Alexandre, Roland, Arlène, Vidal, Jean-Pierre, Rossi, Jean-Claude
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 31.03.2003
Elsevier
Subjects
15-F 26-isoprostane
Chemistry
Chemistry, Organic
cyclopentane precursors
Physical Sciences
radical cyclization
Science & Technology
tetranor metabolites
15-F 26-isoprostane
radical cyclization
tetranor metabolites
cyclopentane precursors
ALCOHOLS
15-F-26-isoprostane
CONVERSION
SECONDARY
IDENTIFICATION
CIS
PRECURSORS
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Summary:Radical cyclization of acyclic 1-substituted-2,4-dihydroxylated 5-hexenyl radicals produced functionalized cyclopentane derivatives. These cyclopentanic precursors after different protection/deprotection reactions followed by Wittig and Horner–Wadsworth–Emmons coupling reactions led to the main urinary tetranor metabolites of 15-F 2t-isoprostane (8- epi-PGF 2α). Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(03)00258-8