Straightforward synthesis of nonconjugated cyclohex-3-enone and conjugated 4-methylenecyclohex-2-enone derivatives was written by Kuttner, Julian R.;Warratz, Svenja;Hilt, Gerhard. And the article was included in Synthesis in 2012.Application of 16356-02-8 This article mentions the following:
The synthesis of nonconjugated cyclohex-3-enones via the regiodivergent cobalt-catalyzed Diels-Alder reactions of 2-(trimethylsilyloxy)buta-1,3-diene with alkynes and hydrolysis of the dihydroarom. intermediates is described. The application of bidentate phosphine ligands vs. pyridine-imine ligands led to the regioselective formation of one out of the two possible regioisomeric products when terminal or unsym. substituted alkynes were applied. The cyclohex-3-enone products were isolated mostly in good yields without isomerization of the carbon-carbon double bond into conjugation based on the mild reaction conditions. The use of acetoxymethyl-substituted alkynes led to the conjugated 4-methylenecyclohex-2-enones after deprotection of the silyl enol ether. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Application of 16356-02-8).
1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Application of 16356-02-8
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem