Synthesis of new paramagnetic fatty acids and lipophilic spin labels

Autor(en): Balog, Maria
Abe, Christoph
Kalai, Tamas
Steinhoff, Heinz-Juergen 
Jeko, Jozsef
Hideg, Kalman
Stichwörter: Chemistry; Chemistry, Organic; CROSS-COUPLING REACTIONS; DERIVATIVES; EPR; fatty acids; free radicals; Grignard reaction; lipids; MITOCHONDRIA; NITROXYLS; palladium-catalyzed reactions; PEROXIDE; PHOSPHOLIPID-BILAYERS; RADICALS; SPECTROSCOPY; VERSATILE
Erscheinungsdatum: 2007
Herausgeber: GEORG THIEME VERLAG KG
Enthalten in: SYNTHESIS-STUTTGART
Ausgabe: 11
Startseite: 1663
Seitenende: 1670
Zusammenfassung: 
Starting from readily available five-membered cyclic nitrones, paramagnetic analogues of palmitic and hexadec-2E-enoic acids are described with a range of pyrrolidine ring orientations. Herein we report the synthesis of 3,4-disubstituted lipophilic pyrroline nitroxides through a palladium-catalyzed cross-coupling reaction. Lipophilic phosphonium salt and SH-specific labels (methanethiosulfonates and isoselenuronium salts) with allylic and propargylic terminal groups are also described.
ISSN: 00397881
DOI: 10.1055/s-2007-966067

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