Polyunsaturated Pheromones: Semi-Synthesis of-(Z,Z)-6,9-Alkatrienes and (Z,Z,Z)-3,6,9-Alkatrienes from Naturally Occurring Fatty Acids
2014
Mangold, H. K. | Becker, H. | Schulte, E.
Chain elongation of the methyl esters of linoleic and linolenic acids by one, two, or three methylene groups followed by elimination of the functional groups leads to (Z,Z)-6,9-alkadienes and (Z,Z,Z)-3,6,9-alkatrienes that function as pheromones in various insects. All of the simple reactions involved proceed in excellent yield, they do not require expensive reagents, high pressure or high temperature. The route of synthesis is applicable on a large scale. Rigorous analyses prove the purity of the hydrocarbons prepared.
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