Asymmetric synthesis of warfarin and its analogs catalyzed by C2-symmetric squaramide-based primary diamines

2018 ◽  
Vol 16 (35) ◽  
pp. 6423-6429 ◽  
Author(s):  
Sergei V. Kochetkov ◽  
Alexander S. Kucherenko ◽  
Sergei G. Zlotin
Keyword(s):  
Asymmetric Synthesis ◽  
Unsaturated Ketones ◽  
Asymmetric Additions

Novel C2-symmetric N,N′-bis(2-amino-1,2-diphenylethyl)squaramides with 1,2-di(pyridin-2-yl)ethane and 1,2-diphenylethane spacer groups were designed and applied as organocatalysts in asymmetric additions of 4-hydroxycoumarin and 4-hydroxy-6-methyl-2H-pyran-2-one to α,β-unsaturated ketones.

Asymmetric Synthesis of Ethers by Catalytic Alkene Hydro­alkoxy­lation

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2127-2146
Author(s):  
Zhi Li ◽  
Wen-Bin Xie
Keyword(s):  
Asymmetric Synthesis ◽  
Carboxylic Acids ◽  
Carbonyl Compounds ◽  
High Reactivity ◽  
Enol Ethers ◽  
Unsaturated Esters ◽  
Unsaturated Ketones ◽  
Recent Developments ◽  
Catalytic Asymmetric

Many chiral ethers have important physiological activities. Although many asymmetric hydroalkoxylations of olefins with alcohols or phenols have been developed to make chiral ethers, challenges still remain in achieving high reactivity and selectivity over an ever-increasing diversity of alkenes and alcohols. In this review, recent developments on catalytic asymmetric alkene hydroalkoxylations are summarized based on the substitution patterns of alkenes.1 Introduction2 Asymmetric Hydroalkoxylation of Non-Activated Alkenes2.1 Intramolecular Additions2.2 Intermolecular Additions3 Asymmetric Hydroalkoxylation of Enol Ethers3.1 Intramolecular Additions3.2 Intermolecular Additions4 Asymmetric Hydroalkoxylation of α,β-Unsaturated Carbonyl Compounds4.1 α,β-Unsaturated Ketones and Aldehydes as Substrates4.2 α,β-Unsaturated Esters, Amides and Carboxylic Acids as Substrates5 Asymmetric Hydroalkoxylation of Allenes5.1 Intramolecular Additions5.2 Intermolecular Additions6 Conclusion

Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones andN-Sulfinylimines

2010 ◽  
Vol 75 (20) ◽  
pp. 6756-6763 ◽  
Author(s):  
Depeng Zhao ◽  
Lijuan Mao ◽  
Dongxu Yang ◽  
Rui Wang
Keyword(s):  
Unsaturated Ketones ◽  
Asymmetric Additions

Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position

2018 ◽  
Vol 16 (48) ◽  
pp. 9349-9353 ◽  
Author(s):  
Soumendranath Mukhopadhyay ◽  
Subhas Chandra Pan
Keyword(s):  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Unsaturated Ketones

An organocatalytic asymmetric cascade reaction has been developed between N-tosyl aminomethyl enones and trans-α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines having a stereogenic quaternary centre at the 3-position.

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