ChemInform Abstract: Asymmetric Phase-Transfer Mediated Epoxidation of α,β-Unsaturated Ketones Using Catalysts Derived from Cinchona Alkaloids.

ChemInform ◽  
2010 ◽  
Vol 29 (22) ◽  
pp. no-no
Author(s):  
B. LYGO ◽  
P. G. WAINWRIGHT
2021 ◽  
Vol 2021 ◽  
pp. 1-10
Author(s):  
Alemayehu Mekonnen ◽  
Alemu Tesfaye

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.


RSC Advances ◽  
2014 ◽  
Vol 4 (104) ◽  
pp. 60293-60299 ◽  
Author(s):  
Jayaraman Sivamani ◽  
Veeramanoharan Ashokkumar ◽  
Velu Sadhasivam ◽  
Kumaraguru Duraimurugan ◽  
Ayyanar Siva

New types of bis-quaternary ammonium bromide as chiral multisite phase transfer catalysts derived from cinchona alkaloids have been developed and evaluated for the enantioselective epoxidation of chalcones in the presence of lower concentrations of various oxidants, bases and ultrasonic irradiation conditions.


2019 ◽  
Vol 21 (19) ◽  
pp. 8085-8090 ◽  
Author(s):  
Maciej Majdecki ◽  
Patryk Niedbala ◽  
Janusz Jurczak

Sign in / Sign up

Export Citation Format

Share Document