Highly enantioselective Michael addition of diethyl malonate to chalcones catalyzed by cinchona alkaloids-derivatived bifunctional tertiary amine-thioureas bearing multiple hydrogen-bonding donors

2014 ◽  
Vol 12 (20) ◽  
pp. 3163-3166 ◽  
Author(s):  
Yulong Liu ◽  
Xie Wang ◽  
Xiaoyun Wang ◽  
Wei He
Keyword(s):  
Hydrogen Bonding ◽  
Tertiary Amine ◽  
Michael Addition ◽  
Diethyl Malonate ◽  
Cinchona Alkaloids ◽  
Multiple Hydrogen Bonding

Both enantiomers of diethyl 2-(3-oxo-1,3-arylpropyl)malonate are easily prepared by a highly enantioselective Michael addition of diethyl malonate with chalcones catalyzed by cinchona alkaloids-derivatived organocatalysts.

Novel ferrocene-based bifunctional amine–thioureas for asymmetric Michael addition of acetylacetone to nitroolefins

2015 ◽  
Vol 13 (17) ◽  
pp. 5054-5060 ◽  
Author(s):  
Xiaochen Ren ◽  
Chunyan He ◽  
Yingle Feng ◽  
Yonghai Chai ◽  
Wei Yao ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Efficient Method ◽  
Michael Addition ◽  
High Yield ◽  
Bifunctional Catalysts ◽  
Michael Adducts ◽  
Asymmetric Michael Addition ◽  
Multiple Hydrogen Bonding

An efficient method was developed to synthesize the ferrocene-based bifunctional amine–thioureas bearing multiple hydrogen-bonding donors. Asymmetric Michael addition of acetylacetone to nitroolefins catalyzed by these novel bifunctional catalysts affords the Michael adducts in high yield and moderate to excellent enantioselectivities.

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