Asymmetric Phase-Transfer-Catalyzed Conjugate Addition of Glycine Imine to Exocyclic α,β-Unsaturated Ketones: Construction of Polycyclic Imines Containing Three Stereocenters

2012 ◽  
Vol 77 (9) ◽  
pp. 4209-4216 ◽  
Author(s):  
Jing Nie ◽  
Ming-Qing Hua ◽  
Heng-Ying Xiong ◽  
Yan Zheng ◽  
Jun-An Ma
Keyword(s):  
Phase Transfer ◽  
Conjugate Addition ◽  
Unsaturated Ketones

scholarly journals A Remarkably Efficient Phase-Transfer Catalyzed Amination of α-Bromo-α, β-Unsaturated Ketones in Water

2021 ◽  
Vol 2021 ◽  
pp. 1-10
Author(s):  
Alemayehu Mekonnen ◽  
Alemu Tesfaye
Keyword(s):  
Quaternary Ammonium ◽  
Phase Transfer ◽  
Conjugate Addition ◽  
Quaternary Ammonium Salts ◽  
Cinchona Alkaloids ◽  
Ammonium Salts ◽  
Alkylation Reaction ◽  
Pt Catalysts ◽  
Unsaturated Ketones ◽  
Catalytic Performances

Tandem conjugate addition–alkylation reaction of various amines with α-bromo-α, β-unsaturated ketones resulted in near-quantitative conversions into the corresponding aziridines when the reaction was carried out in the presence of 10 mol% of phase-transfer, PT catalysts in water. Some chiral quaternary ammonium salts derived from Cinchona alkaloids were investigated as water-stable PT catalysts. The scope and limitations of the reaction have also been investigated. The catalytic performances were significantly improved in comparison with the corresponding ordinary quaternary ammonium salt catalysts, and excellent yields (81%–96%) were obtained. Although an increase in the rate of aziridination has been accomplished, no stereoselectivity was observed. The positive values of the protocol have been confirmed.

Nickel-catalyzed conjugate addition of alkynyl groups to .alpha.,.beta.-unsaturated ketones

1980 ◽  
Vol 45 (15) ◽  
pp. 3053-3061 ◽  
Author(s):  
Jeffrey Schwartz ◽  
Denise B. Carr ◽  
Robert T. Hansen ◽  
Fabian M. Dayrit
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Ketones ◽  
Alpha Beta

Asymmetric conjugate additions of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones catalyzed by chiral copper complexes

2017 ◽  
Vol 15 (19) ◽  
pp. 4191-4198 ◽  
Author(s):  
Haojiang Wang ◽  
Yifeng Wang ◽  
Cheng Zhang ◽  
Yidong Jiang ◽  
Mingming Chu ◽  
...  
Keyword(s):  
Copper Complexes ◽  
Conjugate Addition ◽  
Conjugate Additions ◽  
Unsaturated Ketones

A highly enantioselective conjugate addition of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones promoted by chiral copper complexes has been developed.

Sign in / Sign up

Export Citation Format

Share Document