Asymmetric Catalysis Using Modularly Designed Organocatalysts: Synthesis of Fused Tricyclic Pyrano[3′,2′:5,6]pyrano[2,3-c]pyrrole Derivatives was written by Lu, Xue;Zhang, Yili;Wang, Yichen;Chen, Yuzhen;Chen, Weiwen;Zhan, Ruoting;Zhao, John C.-G.;Huang, Huicai. And the article was included in Advanced Synthesis & Catalysis in 2019.Category: quinuclidine This article mentions the following:
A highly enantioselective organocatalytic Michael addition-acetalation/oxa-Michael reaction involving aldehydes and dioxopyrrolidines has been discovered. The asym. reaction is mediated by modularly designed organocatalysts (MDOs) self-assembled from cinchona alkaloid derivatives and amino acids providing a range of optically active tricyclic hexahydro-2H-pyrano[3′,2′:5,6]pyrano[2,3-c]pyrrole derivatives in high yields (up to 99%) with good to excellent enantioselectivities (up to 99% ee) under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione (cas: 1256245-79-0Category: quinuclidine).
3-((3,5-Bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione (cas: 1256245-79-0) belongs to quinuclidine derivatives. The development of synthetic approaches for efficient construction of novel quinuclidine derivatives is of great significance. Carbamoyl boranes are generally prepared as adducts with tertiary amines, such as trialkyl amines, pyridine, or quinuclidine, via two synthetic approaches based either on amidation of amine-carboxyborane adducts or on hydrolysis of amine-cyanoboranes.Category: quinuclidine
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider