New methods and reagents in organic synthesis. 75. asymmetric synthesis of α-hydroxy ketones using chiral phase transfer catalysts

1988 ◽  
Vol 29 (23) ◽  
pp. 2835-2838 ◽  
Author(s):  
Moriyasu Masui ◽  
Akira Ando ◽  
Takayuki Shioiri
Keyword(s):  
Asymmetric Synthesis ◽  
Organic Synthesis ◽  
Phase Transfer ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
New Methods ◽  
Hydroxy Ketones ◽  
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.

Asymmetric synthesis of β-amino ketones by using cinchona alkaloid-based chiral phase transfer catalysts

2018 ◽  
Vol 16 (45) ◽  
pp. 8704-8709 ◽  
Author(s):  
Weihua Li ◽  
Yifeng Wang ◽  
Danqian Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Phase Transfer ◽  
Cinchona Alkaloid ◽  
Reaction Products ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts ◽  
The Mannich Reaction ◽  
High Yields

A highly enantioselective nucleophilic addition of ketones to versatile imines catalyzed by chiral PTC has been developed, and the process affords the Mannich reaction products with tertiary stereocenters in good to high yields and excellent enantioselectivities. This protocol is effective for gram scale reaction.

Asymmetric synthesis of 3-phenyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-3-carbonitriles catalysed by phase transfer catalyst derived from tert-leucine.

Synlett ◽  
2021 ◽  
Author(s):  
Zhiqi Zhao ◽  
Jingdong Wang ◽  
lin zhong wei ◽  
gang jun cao ◽  
peng da liang ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Excellent Yield ◽  
Chiral Phase Transfer Catalysts

Chiral phase transfer catalysts derived from tert-leucine were synthesized and used in the aymmetric synthesis of 4-azaindoline derivatives. By this method, both enantiomers of corresponding products were obtained in excellent yield (up to 99%) with high enantioselectivity (up to 91% ee) and diastereoselectivity (up to >99: 1 dr).

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