Catalytic Atropenantioselective Heteroannulation between Isocyanoacetates and Alkynyl Ketones: Synthesis of Enantioenriched Axially Chiral 3-Arylpyrroles was written by Zheng, Sheng-Cai;Wang, Qian;Zhu, Jieping. And the article was included in Angewandte Chemie, International Edition in 2019.Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide This article mentions the following:
In the presence of Ag2O and a quinine- or quinidine-derived phosphine, arylethynyl aryl ketones such as I (R = Ph, 4-BrC6H4, 4-ClC6H4, 4-MeOC6H4, 4-MeC6H4, 4-t-BuC6H4, 3-MeOC6H4; R1 = Me, Et, i-Pr, Ac) underwent enantioselective cycloaddition reactions with isocyanoacetates such as Et isocyanoacetate to yield (aryl)aroylpyrrolecarboxylates such as II (R = Ph, 4-BrC6H4, 4-ClC6H4, 4-MeOC6H4, 4-MeC6H4, 4-t-BuC6H4, 3-MeOC6H4; R1 = Me, Et, i-Pr, Ac) in 46-98% yields and in 82-96% ee. In the experiment, the researchers used many compounds, for example, 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide).
2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide (cas: 1630973-03-3) belongs to quinuclidine derivatives. Quinuclidine is found as a structural component of some biomolecules including quinine. Traditionally, quinuclidine scaffolds can be constructed by second-order nucleophilic substitution (SN2) reaction or condensation reaction of piperidine derivatives. However, most of these reactions are racemic or chiral auxiliary-assisted processes.Application In Synthesis of 2-(Diphenylphosphino)-N-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)benzamide
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider