Development of C2-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base was written by Xu, Changming;Qi, Yinsheng;Yang, Xinshuang;Li, Xiangfan;Li, Zhenpeng;Bai, Lei. And the article was included in Organic Letters in 2021.Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:
A class of C2-sym. chiral spirocyclic phase-transfer catalysts based on the tetramethyl-1,1′-spirobiindane scaffold such as I璺疊r– was synthesized from com. available bisphenol A in 12 steps in 22-25% total yields; the scaffold features a more rigid and stable backbone and smaller dihedral angles and can be easily modified. These catalysts show high catalytic performance in the asym. alkylation of tert-Bu glycinate Schiff base Ph2C:NCH2CO2t-Bu at only 2 mol % catalyst loading, giving nonracemic protected 浼?amino acid esters such as (R)-Ph2C:NCH(CH2Ph)CO2t-Bu in up to 92% yield and 98% ee. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene).
2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary