Quaternary ammonium enolates as synthetic intermediates. Regiospecific alkylation reaction of ketones

1975 ◽  
Vol 97 (11) ◽  
pp. 3257-3258 ◽  
Author(s):  
Isao Kuwajima ◽  
Eiichi Nakamura
Keyword(s):  
Quaternary Ammonium ◽  
Alkylation Reaction ◽  
Synthetic Intermediates

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.

ChemInform Abstract: Designing Chiral Quaternary Ammonium Polymers: Novel Type of Polymeric Catalyst for Asymmetric Alkylation Reaction.

ChemInform ◽  
2010 ◽  
Vol 41 (29) ◽  
pp. no-no
Author(s):  
Shinichi Itsuno ◽  
Devproshad K. Paul ◽  
Mikiya Ishimoto ◽  
Naoki Haraguchi
Keyword(s):  
Quaternary Ammonium ◽  
Alkylation Reaction ◽  
Asymmetric Alkylation ◽  
Polymeric Catalyst

Designing Chiral Quaternary Ammonium Polymers: Novel Type of Polymeric Catalyst for Asymmetric Alkylation Reaction

2010 ◽  
Vol 39 (2) ◽  
pp. 86-87 ◽  
Author(s):  
Shinichi Itsuno ◽  
Devproshad K. Paul ◽  
Mikiya Ishimoto ◽  
Naoki Haraguchi
Keyword(s):  
Quaternary Ammonium ◽  
Alkylation Reaction ◽  
Asymmetric Alkylation ◽  
Polymeric Catalyst

Catalyst- and oxidant-free electrochemical para-selective hydroxylation of N-arylamides in batch and continuous-flow

2020 ◽  
Vol 22 (19) ◽  
pp. 6437-6443
Author(s):  
Cheng-Kou Liu ◽  
Meng-Yi Chen ◽  
Xin-Xin Lin ◽  
Zheng Fang ◽  
Kai Guo
Keyword(s):  
Ammonium Salt ◽  
Quaternary Ammonium ◽  
Continuous Flow ◽  
Quaternary Ammonium Salt ◽  
Selective Hydroxylation

A catalyst-, oxidant-, acidic solvent- and quaternary ammonium salt-free electrochemical para-selective hydroxylation of N-arylamides at rt in batch and continuous-flow was developed.

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