Structural complexity through multicomponent cycloaddition cascades enabled by dual-purpose, reactivity regenerating 1,2,3-triene equivalents was written by Wender, Paul A.;Fournogerakis, Dennis N.;Jeffreys, Matthew S.;Quiroz, Ryan V.;Inagaki, Fuyuhiko;Pfaffenbach, Magnus. And the article was included in Nature Chemistry in 2014.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:
Multicomponent reactions allow for more bond-forming events per synthetic operation, enabling more step- and time-economical conversion of simple starting materials to complex and thus value-added targets. These processes invariably require that reactivity be relayed from intermediate to intermediate over several mechanistic steps until a termination event produces the final product. Here, the authors report a multicomponent process in which a novel 1,2,3-butatriene equivalent (TMSBO: TMSCH2C CCH2OH) engages chemospecifically as a two-carbon alkyne component in a metal-catalyzed [5 + 2] cycloaddition with a vinylcyclopropane to produce an intermediate cycloadduct. Under the reaction conditions, this intermediate undergoes a remarkably rapid 1,4-Peterson elimination, producing a reactive four-carbon diene intermediate that is readily intercepted in either a metal-catalyzed or thermal [4 + 2] cycloaddition TMSBO thus serves as an yne-to-diene transmissive reagent coupling two powerful and convergent cycloadditions-the homologous Diels-Alder and Diels-Alder cycloadditions-through a vinylogous Peterson elimination, and enabling flexible access to diverse polycycles. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Safety of 1,4-Dimethoxy-2-butyne).
1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Safety of 1,4-Dimethoxy-2-butyne
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem