Bifunctional Thiourea–Ammonium Salt Catalysts Derived from Cinchona Alkaloids: Cooperative Phase-Transfer Catalysts in the Enantioselective Aza-Henry Reaction of Ketimines

2018 ◽  
Vol 83 (3) ◽  
pp. 1486-1492 ◽  
Author(s):  
Ning Lu ◽  
Yanhong Fang ◽  
Yuan Gao ◽  
Zhonglin Wei ◽  
Jungang Cao ◽  
...  
Keyword(s):  
Ammonium Salt ◽  
Phase Transfer ◽  
Cinchona Alkaloids ◽  
Henry Reaction ◽  
Phase Transfer Catalysts

Highly enantioselective asymmetric Henry reaction catalyzed by novel chiral phase transfer catalysts derived from cinchona alkaloids

2016 ◽  
Vol 14 (42) ◽  
pp. 10101-10109 ◽  
Author(s):  
Ponmuthu Kottala Vijaya ◽  
Sepperumal Murugesan ◽  
Ayyanar Siva
Keyword(s):  
Phase Transfer ◽  
Enantiomeric Excess ◽  
Cinchona Alkaloids ◽  
Henry Reaction ◽  
Reaction Conditions ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Wide Range ◽  
Chiral Phase Transfer Catalysts

Newly synthesized CPTCs are applied in the asymmetric Henry reaction to a wide range of aldehydes under mild reaction conditions, and we obtained higher chemical yields and an excellent enantiomeric excess.

Amide-Based Cinchona Alkaloids as Phase-Transfer Catalysts: Synthesis and Potential Application

2019 ◽  
Vol 21 (19) ◽  
pp. 8085-8090 ◽  
Author(s):  
Maciej Majdecki ◽  
Patryk Niedbala ◽  
Janusz Jurczak
Keyword(s):  
Potential Application ◽  
Phase Transfer ◽  
Cinchona Alkaloids ◽  
Phase Transfer Catalysts

ChemInform Abstract: Thiourea-Phosphonium Salts from Amino Acids: Cooperative Phase-Transfer Catalysts in the Enantioselective Aza-Henry Reaction.

ChemInform ◽  
2013 ◽  
Vol 44 (42) ◽  
pp. no-no
Author(s):  
Dongdong Cao ◽  
Zhuo Chai ◽  
Jiaxing Zhang ◽  
Zhengqing Ye ◽  
Hua Xiao ◽  
...  
Keyword(s):  
Amino Acids ◽  
Phase Transfer ◽  
Phosphonium Salts ◽  
Henry Reaction ◽  
Phase Transfer Catalysts

scholarly journals Review on Asymmetric Transformations with Chiral Phase-Transfer Catalysts

2019 ◽  
pp. 6-12
Author(s):  
Tesfaye Tebeka ◽  
Atitegebe Abera
Keyword(s):  
Unnatural Amino Acids ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Biological Activities ◽  
Industrial Applications ◽  
Cinchona Alkaloids ◽  
Chiral Phase ◽  
Asymmetric Transformations ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts

This review focuses onasymmetric transformations with Chiral Phase-Transfer Catalysts and its application. Phase-transfer catalysis is practical methodology for organic synthesis. It is possible to achieve highly enantio selective transformations under phase-transfer conditions for a variety of ─C─C─ ─C─O─ and ─C─N─ bond-forming reactions. The asymmetric transformations using modified cinchona alkaloids, chiral spiro ammonium salts and crown ether are among the primary source of effective chiral phase-transfer catalyst, which allows access to enantiomerically pure unnatural amino acids and synthetically useful adducts containing quaternary stereogenic centers. The advantage of this method is its simple experimental procedure, large chiral pool, mild reaction condition, inexpensive, environmentally benign reagent and use of simple and inexpensive reactants. Nowadays, it appears to be the most important synthetic method used in various fields of organic chemistry, and also found widespread industrial applications. This review summarizes the synthesis application, enantio selective transformation of some selected reaction, biological activities and catalytic activities of Phase-transfer catalysis and especial emphasis is given for organo catalysis. In asymmetric organo catalyst, it is possible to obtain chiral organic products in high enantio enriched form by steric hindrance approach method. The advantage of organic molecules as chiral catalysts complements the traditional organo-metallic and biological approaches to asymmetric catalysis.

An enantioselective aza-Henry reaction of trifluoromethyl ketimines catalyzed by phase-transfer catalysts

2019 ◽  
Vol 6 (18) ◽  
pp. 3269-3273 ◽  
Author(s):  
Xiaonan Wang ◽  
Yuan Gao ◽  
Zhonglin Wei ◽  
Jungang Cao ◽  
Dapeng Liang ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Bifunctional Catalyst ◽  
Henry Reaction ◽  
Phase Transfer Catalysts

An enantioselective aza-Henry reaction of acyclic trifluoromethyl ketimines was performed using a bifunctional catalyst. The products were converted to diamines and imidazolidine-2-ones.

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