138624-02-9Relevant academic research and scientific papers
Liquid crystal control of regio- and diastereoselectivity in the acid-catalyzed elimination of alkyl phosphates to alkenes
Fukunaga, Kenji,Kansui, Hisao,Taniguchi, Tomoko,Kunieda, Takehisa
, p. 8731 - 8734 (1997)
The E1 reactions of sec- and tert-alkyl phosphates to isomeric olefins, as catalyzed by trifluoromethanesulfonic acid proceed smoothly with remarkably high regio- and diastereoselectivity in a smectic liquid crystalline phase medium, in contrast to isotro
Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides
Chen, Hui,Sun, Shuhao,Liao, Xuebin
supporting information, p. 3625 - 3630 (2019/05/24)
Decarboxylative cross-coupling of aliphatic acid anhydrides with vinyl triflates or halides was accomplished via nickel catalysis. This methodology works well with a broad array of substrates and features abundant functional group tolerance. Notably, our approach addresses the issue of safe and environmental installation of methyl or ethyl group into molecular scaffolds. The method possesses high chemoselectivity toward alkyl groups when aliphatic/aromatic mixed anhydrides are involved. Furthermore, diverse ketones could be modified with our strategy.
Selective Cobalt-Catalyzed Reduction of Terminal Alkenes and Alkynes Using (EtO)2Si(Me)H as a Stoichiometric Reductant
Raya, Balaram,Biswas, Souvagya,Rajanbabu
, p. 6318 - 6323 (2016/09/09)
While attempting to effect Co-catalyzed hydrosilylation of β-vinyl trimethylsilyl enol ethers, we discovered that, depending on the silane, solvent, and the method of generation of the reduced cobalt catalyst, a highly efficient and selective reduction or hydrosilylation of an alkene can be achieved. This paper deals with this reduction reaction, which has not been reported before in spite of the huge research activity in this area. The reaction, which uses the air-stable [2,6-bis(aryliminoyl)pyridine)]CoCl2 activated by 2 equiv of NaEt3BH as the catalyst (0.001-0.05 equiv) and (EtO)2SiMeH as the hydrogen source, is best run at ambient temperature in toluene and is highly selective for the reduction of simple unsubstituted 1-alkenes and the terminal double bonds in 1,3- and 1,4-dienes, β-vinyl ketones, and silyloxy dienes. The reaction is tolerant of various functional groups such as bromide, alcohol, amine, carbonyl, di- or trisubstituted double bonds, and water. Highly selective reduction of a terminal alkyne to either an alkene or alkane can be accomplished by using stoichiometric amounts of the silane. Preliminary mechanistic studies indicate that the reaction is stoichiometric in the silane and both hydrogens in the product come from the silane.
