Primary amine catalyzed diastereo- and enantioselective Michael reaction of thiazolones and α,β-unsaturated ketones

2019 ◽  
Vol 17 (42) ◽  
pp. 9305-9312 ◽  
Author(s):  
Min Lu ◽  
Hong Li ◽  
Chuncheng Zou ◽  
Jianchang Li ◽  
Chengyu Liu ◽  
...  
Keyword(s):  
Primary Amine ◽  
Michael Reaction ◽  
Unsaturated Ketones ◽  
Michael Reactions ◽  
Amine Catalysts

Organocatalytic asymmetric Michael reactions between thiazolones and α,β-unsaturated ketones were developed. By using primary amine catalysts, the products were obtained with good to excellent yields and stereoselectivities.

Chiral Primary Amine Tagged to Ionic Group as Reusable Organocatalyst for Asymmetric Michael Reactions of C-Nucleophiles with α,β-Unsaturated Ketones

2012 ◽  
Vol 354 (16) ◽  
pp. 3078-3086 ◽  
Author(s):  
Alexander S. Kucherenko ◽  
Dmitry E. Siyutkin ◽  
Albert G. Nigmatov ◽  
Alexander O. Chizhov ◽  
Sergei G. Zlotin
Keyword(s):  
Primary Amine ◽  
Unsaturated Ketones ◽  
Ionic Group ◽  
Michael Reactions

Asymmetric Double Michael Reaction Catalyzed by Simple Primary Amine Catalysts: A Straightforward Approach to Construct Spirocyclic Oxindoles

2012 ◽  
Vol 30 (5) ◽  
pp. 1185-1188 ◽  
Author(s):  
Xiya Luo ◽  
Liangliang Wang ◽  
Lin Peng ◽  
Jianfei Bai ◽  
Lina Jia ◽  
...  
Keyword(s):  
Primary Amine ◽  
Michael Reaction ◽  
Straightforward Approach ◽  
Amine Catalysts

ChemInform Abstract: Chiral Primary Amine Tagged to Ionic Group as Reusable Organocatalyst for Asymmetric Michael Reactions of C-Nucleophiles with α,β-Unsaturated Ketones.

ChemInform ◽  
2013 ◽  
Vol 44 (16) ◽  
pp. no-no
Author(s):  
Alexander S. Kucherenko ◽  
Dmitry E. Siyutkin ◽  
Albert G. Nigmatov ◽  
Alexander O. Chizhov ◽  
Sergei G. Zlotin
Keyword(s):  
Primary Amine ◽  
Unsaturated Ketones ◽  
Ionic Group ◽  
Michael Reactions

Asymmetric synthesis of highly functionalized furanones via direct Michael reactions mediated by a bulky primary amine

2019 ◽  
Vol 6 (8) ◽  
pp. 1080-1083 ◽  
Author(s):  
Huicai Huang ◽  
Xue Lu ◽  
Yukang Mao ◽  
Jinxing Ye
Keyword(s):  
Asymmetric Synthesis ◽  
Primary Amine ◽  
Michael Reaction ◽  
Michael Reactions

A bulky chiral primary amine catalyzed Michael reaction of 3(2H)-furanones has been realized, leading to the construction of substituted furanone derivatives.

Highly enantioselective Michael reaction employing cycloheptanone and cyclooctanone as nucleophiles

2015 ◽  
Vol 39 (1) ◽  
pp. 355-360 ◽  
Author(s):  
Ai-Bao Xia ◽  
Long Zhao ◽  
Tao Wang ◽  
Yan-Peng Zhang ◽  
Ai-Guo Zhong ◽  
...  
Keyword(s):  
Primary Amine ◽  
Michael Reaction ◽  
Amine Catalysts

An organocatalytic Michael reaction of cycloheptanone and cyclooctanone with nitrodienes and nitroolefins catalyzed by primary amine catalysts has been accomplished.

Regio-, Stereo- and Enantioselective α-Addition of Carbonyl Nucleo-philes to Allenamides Catalyzed by a Synergistic Copper/Enamine System

2020 ◽  
Author(s):  
Rémi Blieck ◽  
Sebastien Lemouzy ◽  
Marc Taillefer ◽  
Florian Monnier
Keyword(s):  
Catalytic System ◽  
Secondary Amine ◽  
Primary Amine ◽  
Synergistic Catalysis ◽  
Enantioselective Addition ◽  
Amine Catalysts

A dual copper/enamine catalytic system is found to enable an intermolecular enantioselective α-addition of various carbonyl nucleophiles to allenamides. Secondary amine catalysts allowed the highly enantioselective addition of aldehydes, while using primary amine catalysts led to the enantioselective addition of ketoester nucleophiles. The process was found to be highly regio-, stereo- and enantio-selective and represented the first allene hydrofunctionalization using an synergistic catalysis involving copper

Chiral primary amine thiourea promoted highly enantioselective Michael reactions of isobutylaldehyde with maleimides

Tetrahedron ◽  
2010 ◽  
Vol 66 (46) ◽  
pp. 8928-8932 ◽  
Author(s):  
Jian-Fei Bai ◽  
Lin Peng ◽  
Liang-liang Wang ◽  
Li-Xin Wang ◽  
Xiao-Ying Xu
Keyword(s):  
Primary Amine ◽  
Michael Reactions
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