Cinchona-derived quaternary ammonium salts-improved asymmetric cycloaddition of CO2 to epoxides was written by Zhang, Suling;Song, Yingying;Jing, Huanwang;Yan, Peng;Cai, Qiang. And the article was included in Cuihua Xuebao in 2009.Application of 69221-14-3 This article mentions the following:
A new catalyst system, salenCoX/cinchona-derived quaternary ammonium compound, was developed to catalyze a cycloaddition of CO2 to epoxides under extremely mild reaction conditions. Chiral propylene carbonate was obtained with good enantioselectivity in the presence of the above-mentioned catalyst. The anions of the catalysts and the co-catalysts evidently affect the activity and enantioselectivity of the reaction. The activity of (S,S)-catalysts in terms of anions was confirmed to be in the order 2-nitrophenoxy > 2,4,6-trinitrophenoxy > NO3–> OAc–> CF3CO2– ≈ Br–> Cl–> OTs–. A cocatalyst with a Cl– anion gives the highest ee value for propylene carbonate. In contrast, a cocatalyst with a bromide (Br–) anion has higher activity. The highest enantiomeric excess observed for the enantioselective preparation of propylene carbonate was 73%. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Application of 69221-14-3).
(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated.Application of 69221-14-3
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider