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Synthesis 2007(11): 1663-1670
DOI: 10.1055/s-2007-966067
DOI: 10.1055/s-2007-966067
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of New Paramagnetic Fatty Acids and Lipophilic Spin Labels
Further Information
Received
28 March 2007
Publication Date:
11 May 2007 (online)
Publication History
Publication Date:
11 May 2007 (online)
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Abstract
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.
Key words
fatty acids - free radicals - Grignard reaction - lipids - palladium-catalyzed reactions
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