Highly Enantioselective Direct Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Amine−Thiourea Bearing Multiple Hydrogen-Bonding Donors

2009 ◽  
Vol 11 (6) ◽  
pp. 1265-1268 ◽  
Author(s):  
Xiu-Qin Dong ◽  
Huai-Long Teng ◽  
Chun-Jiang Wang
Keyword(s):  
Hydrogen Bonding ◽  
Michael Addition ◽  
Multiple Hydrogen Bonding

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.

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.

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