Synthesis of (+)-N-benzylcinchoninium chloride under microwave irradiation and its application in the resolution of racemic BINOL was written by Ding, Ying-hong;Liang, Xiang;Zhang, Guang-wen;Chen, Ya-xing. And the article was included in Huaxue Shiji in 2004.Category: quinuclidine This article mentions the following:
The mixture of benzyl chloride and cinchonine was heated at 100-104° in DMF for about 15 min under microwave irradiation to give (+)-N-benzylcinchoninium chloride in 55.1% yield, the efficient resolution of racemic BINOL has been achieved with (+)-N-benzylcinchoninium chloride. 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: 69221-14-3Category: quinuclidine).
(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. The development of synthetic approaches for efficient construction of novel quinuclidine derivatives is of great significance. Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction. The catalytic system, derived from [Ir(cod)Cl]2 and the Feringa ligand, tolerates a broad range of substrates. A large array of quinuclidine derivatives can be obtained under mild conditions in good to excellent yields (68%–96%), diastereoselectivity (up to >20/1 dr), and enantioselectivity (up to >99% ee).Category: quinuclidine
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider