Asymmetric Michael Addition Mediated by Novel Cinchona Alkaloid-Derived Bifunctional Catalysts Containing Sulfonamides

2009 ◽  
Vol 11 (2) ◽  
pp. 437-440 ◽  
Author(s):  
Jie Luo ◽  
Li-Wen Xu ◽  
Robyn Aik Siew Hay ◽  
Yixin Lu
Keyword(s):  
Michael Addition ◽  
Cinchona Alkaloid ◽  
Bifunctional Catalysts ◽  
Asymmetric Michael Addition

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.

Organocatalyzed enantioselective Michael addition/cyclization cascade reaction of 3-isothiocyanato oxindoles with arylidene malonates

2016 ◽  
Vol 14 (47) ◽  
pp. 11250-11260 ◽  
Author(s):  
Raghunath Chowdhury ◽  
Mukesh Kumar ◽  
Sunil K. Ghosh
Keyword(s):  
Michael Addition ◽  
Cascade Reaction ◽  
Cinchona Alkaloid ◽  
Bifunctional Catalysts

Both enantiomers of functionalized 3,2′-pyrrolidinyl spirooxindoles were obtainedviaa Michael-cyclization cascade reaction using pseudoenantiomeric cinchona alkaloid derived thiourea based bifunctional catalysts.

Recyclable cinchona alkaloid catalyzed asymmetric Michael addition reaction

2013 ◽  
Vol 54 (45) ◽  
pp. 6064-6066 ◽  
Author(s):  
Xin Huang ◽  
Wen-Bin Yi ◽  
Danash Ahad ◽  
Wei Zhang
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Cinchona Alkaloid ◽  
Michael Addition Reaction ◽  
Asymmetric Michael Addition

scholarly journals Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations

Materials ◽  
2021 ◽  
Vol 14 (3) ◽  
pp. 600
Author(s):  
Mariola Zielińska-Błajet ◽  
Joanna Najdek
Keyword(s):  
Michael Addition ◽  
Catalytic Performance ◽  
Cinchona Alkaloid ◽  
Addition Reactions ◽  
Efficient Approach ◽  
Mild Conditions ◽  
Asymmetric Michael Addition

An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counterpart was compared.

Squaramide−catalysed asymmetric Michael addition/cyclization cascade reactions of 4-arylidene-2,3-dioxopyrrolidines with 2-isothiocyanato-1-indanones

2021 ◽  
Author(s):  
Xiqiang Hou ◽  
Jiang-Bo Wen ◽  
Li Yan ◽  
Da-Ming Du
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Cinchona Alkaloid ◽  
Highly Efficient ◽  
Asymmetric Michael Addition

A highly efficient cinchona alkaloid‐derived squaramide catalysed asymmetric Michael/cyclization cascade reaction of 4‐ arylmethylidene‐2,3‐dioxopyrrolidines with 2‐isothiocyanato‐1‐indanones was successfully developed. This protocol provides an efficient and mild access to obtain indanone‐derived...

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