68480-25-1Relevant articles and documents
STUDIES ON THE IDENTIFICATION AND SYNTHESES OF INSECT PHEROMONES XXI. STEREOSELECTIVE SYNTHESIS OF ALL THE POSSIBLE OPTICAL ISOMERS OF THE MOSQUITO OVIPOSITION ATTRACTANT PHEROMONE.
Guo-qiang, Lin,Hai-jian, Xu,Bi-chi, Wu,Guong-zhong, Guo,Wei-shan, Zhou
, p. 1233 - 1236 (1985)
All the four optical isomers of the oviposition attractant pheromone of the mosquito Culex pipiens fatigans were synthetized via Sharpless asymmetric epoxidation.
Bulky Cyclometalated Ruthenium Nitrates for Challenging Z-Selective Metathesis: Efficient One-Step Access to α-Oxygenated Z-Olefins from Acrylates and Allyl Alcohols
Gan, Quan,Grubbs, Robert H.,Ko, Jeong Hoon,Samkian, Adrian E.,Xu, Yan
supporting information, (2021/12/10)
α-Oxygenated Z-olefins are ubiquitous in biologically active molecules and serve as versatile handles for organic synthesis, but their syntheses are often tedious and less selective. Here we report the efficient Z-selective metathesis of various terminal
New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation
Jia, Ruilong,Zuo, Zhijun,Li, Xu,Liu, Lei,Dong, Jinxiang
supporting information, p. 1525 - 1529 (2019/11/11)
Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported a reliable approach to produce primary alcohols from terminal alkenes combining with biomass-derived allyl alcohol by tandem cross-metathesis/hydrogenation. A series of primary alcohol with different chain lengths was successfully produced in high yields (ca. 90percent). Computational studies revealed that self-metathesis and hydrogenation of substrates are accessible but much slower than cross-metathesis. This new methodology represents a unique alternative to primary alcohols from terminal alkenes.
In Situ Generation of Ru-Based Metathesis Catalyst. A Systematic Study
Müller, Daniel S.,Raoul, Yann,Le N?tre, Jér?me,Baslé, Olivier,Mauduit, Marc
, p. 3511 - 3518 (2019/04/01)
A systematic study for the in situ generation of Ru-based metathesis catalysts was described. Assembly of commercially available and inexpensive reagents [Ru(p-cymene)Cl2]2, SIPr·HCl, and n-BuLi led to the formation of 18 electron arene-ruthenium complexes that, in the presence of additives such as alkynes, cyclopropenes, and diazoesters, generated highly selective and efficient catalytic systems applicable to a variety of olefin metathesis transformations. Notably, we were able to achieve a productive TON of 4500 for the self-metathesis of methyl oleate, a reaction which could be easily upscaled to 2 kg.