55944-70-2Relevant articles and documents
Short and Easily Scalable Synthesis of the Sex Pheromone of the Horse-Chestnut Leaf Miner (Cameraria ohridella) Relying on a Key Ligand- And Additive-Free Iron-Catalyzed Cross-Coupling
Chourreu, Pablo,Gayon, Eric,Guerret, Olivier,Guillonneau, Lo?c,Lefèvre, Guillaume
, p. 1335 - 1340 (2020)
We describe in this work a short six-step convergent high-scale synthesis of the sex pheromone of the horse-chestnut leaf miner ((8E,10Z)-tetradeca-8,10-dienal). This procedure relies on a key stereoselective iron-catalyzed Kumada cross-coupling, which affords the coupling product in high yield in the absence of additional ligands or additives. DFT calculations moreover suggest that ω-alkoxide groups on iron-ligated chains in transient organoiron(II) intermediates can enhance their stability and hamper their decomposition in off-cycle β-hydride elimination reactions.
A furan or tetrahydrofuran by the green primary alcohol derivatives for the preparation of the new method
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Paragraph 0012; 0013; 0015; 0018, (2017/02/17)
The invention provides a novel method for preparing middle/long-chain primary alcohol from furan or tetrahydrofuran derivatives. Specifically, a double-function catalyst is adopted, and such catalyst comprises two activity centers, namely, a hydrogenation activity center and an acid center; water is taken as a solvent in the reaction, the reaction is carried out in a batch reactor, and by utilizing the characteristic that the middle/long-chain primary alcohol is not dissolved in water, the generated primary alcohol is naturally separated from water and the catalyst, and alkane is prevented from being generated because of hydrogen over-addition or hydrogenolysis. Due to the characteristic that the primary alcohol and the water are not dissolved with each other, the primary alcohol can be conveniently separated, the separation cost is greatly lowered, and good industrial prospect is achieved.
Ethynylation of the ether derivatives of ω-haloalkanols with lithium acetylide-ethylenediamide complex
Karpinska,Lewandowska,Grodner
, p. 937 - 942 (2007/10/03)
A new operationally simple and highly efficient procedure for the ethynylation of ether derivatives of ω-haloalkanols with lithium acetylide-ethylenediamine complex in N,N-dimethylacetamide is described.