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).

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.

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