scholarly journals Design, synthesis, and application of tartaric acid derived N-spiroquaternary ammonium salts as chiral phase-transfer catalysts

2012 ◽  
Vol 10 (2) ◽  
pp. 251-254 ◽  
Author(s):  
Mario Waser ◽  
Katharina Gratzer ◽  
Richard Herchl ◽  
Norbert Müller
Keyword(s):  
Tartaric Acid ◽  
Phase Transfer ◽  
Ammonium Salts ◽  
Chiral Phase ◽  
Design Synthesis ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts

scholarly journals Chiral Phase-Transfer Catalysts with Hydrogen Bond: A Powerful Tool in the Asymmetric Synthesis

Catalysts ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 244 ◽  
Author(s):  
Hongyu Wang
Keyword(s):  
Organic Synthesis ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Chiral Phase ◽  
Design Synthesis ◽  
Phase Transfer Catalysts ◽  
The Past ◽  
Hydrogen Bonding Interactions ◽  
Chiral Phase Transfer Catalysts ◽  
Made In

Asymmetric phase-transfer catalysis has been widely applied into organic synthesis for efficiently creating chiral functional molecules. In the past decades, chiral phase-transfer catalysts with proton donating groups are emerging as an extremely significant strategy in the design of novel catalysts, and a large number of enantioselective reactions have been developed. In particular, the proton donating groups including phenol, amide, and (thio)-urea exhibited unique properties for cooperating with the phase-transfer catalysts, and great advances on this field have been made in the past few years. This review summarizes the seminal works on the design, synthesis, and applications of chiral phase-transfer catalysts with strong hydrogen bonding interactions.

Designer chiral phase-transfer catalysts for green sustainable chemistry

2012 ◽  
Vol 84 (7) ◽  
pp. 1575-1585 ◽  
Author(s):  
Keiji Maruoka
Keyword(s):  
High Performance ◽  
Phase Transfer ◽  
Combinatorial Design ◽  
Ammonium Salts ◽  
Transfer Reactions ◽  
Sustainable Chemistry ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts ◽  
Neutral Conditions

A series of chiral quaternary ammonium salts derived from commercially available (R)- or (S)-binaphthol have been designed as new C2-symmetric chiral phase-transfer catalysts. In order to realize the flexible design of these phase-transfer catalysts, the combinatorial design approach has been developed. Chiral high-performance organocatalysts, thus obtained, have been successfully applied to the highly practical asymmetric synthesis of various amino acid derivatives, including α-alkyl and α,α-dialkyl-α-amino acids in addition to alkaloids. Furthermore, several chiral bifunctional phase-transfer catalysts have been designed and synthesized for effecting base-free phase-transfer reactions under essentially neutral conditions in order to realize green sustainable chemistry.

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