Polyunsaturated Nitroalkanes and Nitro-Substituted Fatty Acids
- 31 December 2001
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 2001 (03) , 0451-0457
- https://doi.org/10.1055/s-2001-11433
Abstract
Nitroalkanes 4 are readily prepared from naturally derived polyunsaturated fatty alcohols 1 via successive conversion to the corresponding haloalkanes 2 and 3, and reaction with silver nitrite. Reaction of nitroalkanes 4 a,b with methyl acrylate, followed by ester hydrolysis, affords nitro-substituted fatty acids 6 a,b and 8 a,b. Oxidation of alcohols 1 a,b gives the corresponding aldehydes 9 a,b, which react by Henry condensation with nitromethane to give β-hydroxynitroalkanes 10 a,b.Keywords
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