Sugar Based γ-Amino Alcohol Organocatalyst for Asymmetric Michael Addition of β-Keto Esters with Nitroolefins

Heterocycles ◽  
2019 ◽  
Vol 98 (11) ◽  
pp. 1536 ◽  
Author(s):  
Hiroto Nakano ◽  
Divakar Ganesan ◽  
Madhu Chennapuram ◽  
Zubeda Begum ◽  
Chigusa Seki ◽  
...  
Keyword(s):  
Michael Addition ◽  
Amino Alcohol ◽  
Keto Esters ◽  
Asymmetric Michael Addition

scholarly journals Amino Amide Organocatalysts for Asymmetric Michael Addition of β-Keto Esters with β-Nitroolefins

2019 ◽  
Vol 92 (3) ◽  
pp. 696-701 ◽  
Author(s):  
Isiaka Alade Owolabi ◽  
Madhu Chennapuram ◽  
Chigusa Seki ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Michael Addition ◽  
Keto Esters ◽  
Asymmetric Michael Addition ◽  
Amino Amide

Enantioselective Asymmetric Michael Addition of Cyclic Diketones to β,γ-Unsaturated α-Keto Esters

2012 ◽  
Vol 2012 (19) ◽  
pp. 3691-3696 ◽  
Author(s):  
Yi-Feng Wang ◽  
Ke Wang ◽  
Wei Zhang ◽  
Bin-Bin Zhang ◽  
Chi-Xiao Zhang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Keto Esters ◽  
Asymmetric Michael Addition

ChemInform Abstract: Enantioselective Asymmetric Michael Addition of Cyclic Diketones to β,γ-Unsaturated α-Keto Esters.

ChemInform ◽  
2012 ◽  
Vol 43 (48) ◽  
pp. no-no
Author(s):  
Yi-Feng Wang ◽  
Ke Wang ◽  
Wei Zhang ◽  
Bin-Bin Zhang ◽  
Chi-Xiao Zhang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Keto Esters ◽  
Asymmetric Michael Addition

Highly Enantioselective Michael Addition of Cyclic Diketones to β,γ-Unsaturated α-Keto Esters Catalyzed by Squaramide Organocatalyst

Synthesis ◽  
2022 ◽  
Author(s):  
Zhi-Wei Ma ◽  
Chuan-Chuan Wang ◽  
Quan-Jian Lv ◽  
Xiao-Pei Chen ◽  
Ai-Qin Li ◽  
...  
Keyword(s):  
Michael Addition ◽  
Large Scale ◽  
Catalyst System ◽  
Catalyst Loading ◽  
Reaction Conditions ◽  
Keto Esters ◽  
Bicyclic Compounds ◽  
Asymmetric Michael Addition ◽  
High Yields ◽  
Low Catalyst Loading

AbstractA new tertiary amine-squaramide organocatalyst has been developed and applied to the asymmetric Michael addition of cyclic diketones to β,γ-unsaturated α-keto esters. The catalyst system performed well with a low catalyst loading of 1 mol% under mild reaction conditions. A series of synthetically and pharmaceutically useful chiral bicyclic compounds were obtained in high yields (up to 97%) with excellent enantioselectivities (up to 99 % ee). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained.

scholarly journals Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes

RSC Advances ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 203-209
Author(s):  
Zubeda Begum ◽  
Haruka Sannabe ◽  
Chigusa Seki ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Michael Addition ◽  
Amino Alcohols ◽  
Keto Esters ◽  
Michael Adducts ◽  
Asymmetric Michael Addition

Simple primary β-amino alcohols X act as an efficient organocatalysts in the asymmetric Michael addition of β-keto esters A with nitroalkenes B affording highly pure chiral Michael adducts C.

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