In 2019,Angewandte Chemie, International Edition included an article by Baumann, Thomas; Brueckner, Reinhard. Synthetic Route of C8H14O4. The article was titled 《Atropselective Dibrominations of a 1,1′-Disubstituted 2,2′-Biindolyl with Diverging Point-to-Axial Asymmetric Inductions. Deriving 2,2′-Biindolyl-3,3′-diphosphane Ligands for Asymmetric Catalysis》. The information in the text is summarized as follows:
On the 1H NMR timescale, 2,2′-biindolyls with (R)-configured (1-alkoxyprop)-2-yl, (1-hydroxyprop)-2-yl, or (1-siloxyprop)-2-yl substituents at C-1 and C-1′ are atropisomerically stable at <0° and interconvert at >30°. A 1,1′-Bis[(R)-1-hydroxyprop-2-yl]-2,2′-biindolyl a of that kind and achiral (!) brominating reagents gave the atropisomerically stable 3,3′-dibromobiindolyls (M)- and/or (P)-18 a at best atropselectively-because of point-to-axial asym. inductions-and atropdivergently, exhibiting up to 95% (M)- and as much (P)-atropselectivity. This route to atropisomerically pure biaryls is novel and should extend to other substrates and/or different functionalizations. The dibromobiindolyls (M)- and (P)-18 a furnished the biindolyldiphosphines (M)- and (P)-14 without atropisomerization. These syntheses did not require the resolution of a racemic mixture, which distinguishes them from virtually all biaryldiphosphine syntheses known to date. (M)- and (P)-14 acted as ligands in catalytic asym. allylations and hydrogenations. Remarkably, the Et tetralonecarboxylate was hydrogenated trans-selectively with 98% ee; this included a dynamic kinetic resolution In the experiment, the researchers used many compounds, for example, Diethyl 2-methylmalonate(cas: 609-08-5Synthetic Route of C8H14O4)
Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Synthetic Route of C8H14O4
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics