Enantioselective Organocopper-Catalyzed Hetero Diels-Alder Reaction through in Situ Oxidation of Ethers into Enol Ethers was written by Yesilcimen, Ahmet;Jiang, Na-Chuan;Gottlieb, Felix H.;Wasa, Masayuki. And the article was included in Journal of the American Chemical Society in 2022.Related Products of 4457-67-4 This article mentions the following:
A catalytic method for the enantio- and diastereoselective union of alkyl ethers R1CH2CH2OR2 (R1 = H, CH2Si(Me)3, Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl, etc.; R2 = CH3, CD3) and heterodienes R3CH=CHC(O)C(O)OR4 (R3 = Me, Ph, 4-bromophenyl, 4-methoxy Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl ; R4 = Et, prop-2-en-1-yl) was disclosed. A chiral Cu-BOX complex that catalyzes the efficient oxidation of ethers into enol ethers in the presence of trityl acetate has been demonstrated. Then, the organocopper promotes stereoselective hetero Diels-Alder reaction between the in situ generated enol ethers and β,β-unsaturated ketoesters, allowing for rapid access to an array of dihydropyran derivatives endo/exo I and II possessing three vicinal stereogenic centers. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Related Products of 4457-67-4).
1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Related Products of 4457-67-4
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary