A flexible synthesis of the phytoprostanes B1 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.
El Fangour
Siham
S
UMR CNRS 5074, Université Montpellier I, Faculté de Pharmacie, 15 Avenue Charles Flahault, F-34093 Montpellier Cedex 05, France.
Guy
Alexandre
A
Vidal
Jean-Pierre
JP
Rossi
Jean-Claude
JC
Durand
Thierry
T
D000475:Alkenes / Q000138:chemical synthesis*; D005231:Fatty Acids, Unsaturated; D005662:Furaldehyde / Q000737:chemistry / Q000378:metabolism; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism
D000475:Alkenes; D005231:Fatty Acids, Unsaturated; D005663:Furans; C500684:phytoprostane B1 type I; C500683:phytoprostane B1 type II; D005662:Furaldehyde