A flexible synthesis of the phytoprostanes B-1 type I and II

Syntheses of the enantiomerically pure phytoprostanes B-1 type I and II are described starting from furfural and n-propylfuran. Key steps include the preparation of the Freimanis (+/-)-hydroxycyclopentenone and Wittig coupling using chiral phosphonium salts.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 70; no. 3; pp. 989 - 997
Main Authors El Fangour, S, Guy, A, Vidal, JP, Rossi, JC, Durand, T
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 04.02.2005
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HUMANS
OXIDATIVE STRESS
F-1
ISOPROSTANES
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Summary:Syntheses of the enantiomerically pure phytoprostanes B-1 type I and II are described starting from furfural and n-propylfuran. Key steps include the preparation of the Freimanis (+/-)-hydroxycyclopentenone and Wittig coupling using chiral phosphonium salts.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo048179+