Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes was written by Lin, Zhiyang;Jin, Youxiang;Hu, Weitao;Wang, Chuan. And the article was included in Chemical Science in 2021.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:
Herein, A nickel-catalyzed asym. reductive aryl-allylation of aryl iodide-tethered unactivated alkenes, wherein both acyclic allyl carbonates and cyclic vinyl ethylene carbonates was served as the coupling partners was reported. Furthermore, the direct use of allylic alcs. as the electrophilic allyl source in this reaction was also viable in the presence of BOC anhydride. Remarkably, this reaction proceeded with high linear/branched-, E/Z- and enantio-selectivity, allowing the synthesis of various chiral indanes and dihydrobenzofurans (50 examples) containing a homoallyl-substituted quaternary stereocenter with high optical purity (90-98% ee). In this reductive reaction, the use of pregenerated organometallics was circumvented, giving this process good functionality tolerance and high step-economy. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene).
1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Quality Control of 1-(3-Bromopropyl)-4-methoxybenzene
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary