An Enantioselective Synthesis of (+)-Polyoxamic Acid via Phase-Transfer Catalytic Conjugate Addition and Asymmetric Dihydroxylation

2011 ◽  
Vol 76 (2) ◽  
pp. 740-743 ◽  
Author(s):  
Yeon-Ju Lee ◽  
Yohan Park ◽  
Mi-hyun Kim ◽  
Sang-sup Jew ◽  
Hyeung-geun Park
Keyword(s):  
Phase Transfer ◽  
Conjugate Addition ◽  
Enantioselective Synthesis ◽  
Asymmetric Dihydroxylation

Enantioselective synthesis of (S)-4-methyleneglutamic acid via tandem conjugate addition–elimination under phase-transfer catalytic conditions

Tetrahedron ◽  
2010 ◽  
Vol 66 (24) ◽  
pp. 4326-4329 ◽  
Author(s):  
Sukhoon Kang ◽  
Qinghua Shi ◽  
Min Woo Ha ◽  
Jin-Mo Ku ◽  
Maosheng Cheng ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Conjugate Addition ◽  
Enantioselective Synthesis

Pentanidium-Catalyzed Enantioselective Phase-Transfer Conjugate Addition Reactions

2011 ◽  
Vol 133 (9) ◽  
pp. 2828-2831 ◽  
Author(s):  
Ting Ma ◽  
Xiao Fu ◽  
Choon Wee Kee ◽  
Lili Zong ◽  
Yuanhang Pan ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Conjugate Addition ◽  
Addition Reactions

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.

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