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Synthesis of unsaturated fatty acids

✍ Scribed by Wolf-H. Kunau

Publisher
Elsevier Science
Year
1973
Tongue
English
Weight
779 KB
Volume
11
Category
Article
ISSN
0009-3084

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✦ Synopsis

This article reviews synthetic routes leading to polyunsaturated fatty acids having "skipped" double bonds. Emphasis is placed on the "acetylenic approach".

The suitability of building blocks, their condensation reactions as well as the controlled reduction of triple bonds to cis double bonds are discussed. In addition, the application of the various methods to the preparation of polyunsaturated fatty acids labelled with 3H and/or 14C at distinct positions of the molecules is reviewed. I Partial reduction CH 3-(CH2) x-=C Y (CH2) z-C.OH" Scheme 3. The acetylenic approach.

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The total synthesis, in chiral form, of unsaturated trlhydroxy Clg fatty acids 13 and 14 as methyl esters, s&ting from natural tartaric acid via the key intermediate aldehyde 5 is reported. Little is known about the biological importance of oxygenated fatty acids metabolitcs in vegetals. Then, it