Asymmetric Aldol Reaction Organocatalyzed by (S)-Proline-Containing Dipeptides: Improved Stereoinduction under Solvent-Free Conditions

2011 ◽  
Vol 76 (5) ◽  
pp. 1464-1467 ◽  
Author(s):  
José G. Hernández ◽  
Eusebio Juaristi
Keyword(s):  
Aldol Reaction ◽  
Solvent Free ◽  
Asymmetric Aldol ◽  
Solvent Free Conditions ◽  
Asymmetric Aldol Reaction

Asymmetric aldol reaction organocatalyzed by bifunctional N-prolyl sulfinamides under solvent-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (51) ◽  
pp. 26563-26568 ◽  
Author(s):  
Wen Wan ◽  
Wei Gao ◽  
Guobin Ma ◽  
Lei Ma ◽  
Fan Wang ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Solvent Free ◽  
Aldol Reactions ◽  
Matching Effect ◽  
Asymmetric Aldol ◽  
Solvent Free Conditions ◽  
Asymmetric Aldol Reaction

Chiral bifunctional N-prolyl sulfinamide and its TFA salts were synthesized and applied in asymmetric aldol reactions under solvent-free conditions. The aldol adducts were obtained with high to excellent yields, enantioselectivities and diastereoselectivities. A matching effect between chiral proline and sulfinamide moieties was observed for the catalysts.

The smallest organocatalyst in highly enantioselective direct aldol reaction in wet solvent-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (46) ◽  
pp. 24311-24315 ◽  
Author(s):  
Sudipto Bhowmick ◽  
Sunita S. Kunte ◽  
Kartick C. Bhowmick
Keyword(s):  
Amino Acid ◽  
Room Temperature ◽  
Aldol Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Natural Amino Acid ◽  
Asymmetric Aldol ◽  
Direct Aldol Reaction ◽  
Solvent Free Conditions ◽  
Asymmetric Aldol Reaction

The catalytic efficacy of the smallest organocatalyst, l-proline hydrazide, prepared from a cheaply available natural amino acid, such as l-proline, was studied for the direct asymmetric aldol reaction of various ketones with aromatic aldehydes at room temperature in the presence of several acid additives.

scholarly journals New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes

RSC Advances ◽  
2021 ◽  
Vol 11 (61) ◽  
pp. 38925-38932
Author(s):  
Rajkumar Thiyagarajan ◽  
Zubeda Begum ◽  
Chigusa Seki ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Solvent Free ◽  
Asymmetric Aldol ◽  
Amino Terminal ◽  
Asymmetric Aldol Reaction ◽  
Primary Amino

New small γ-turn type N-primary amino terminal tripeptides were applied for the asymmetric aldol reaction of ketones with aldehydes under neat conditions to afford the chiral aldol products (up to 99%, up to syn : anti/13 : 87 dr, up to 99% ee).

(l)-Prolinamide imidazolium hexafluorophosphate ionic liquid as an efficient reusable organocatalyst for direct asymmetric aldol reaction in solvent-free condition

RSC Advances ◽  
2016 ◽  
Vol 6 (102) ◽  
pp. 100459-100466 ◽  
Author(s):  
Geeta Devi Yadav ◽  
Surendra Singh
Keyword(s):  
Ionic Liquid ◽  
Aldol Reaction ◽  
Solvent Free ◽  
Asymmetric Aldol ◽  
Free Condition ◽  
Solvent Free Condition ◽  
Hydrophobic Ionic Liquid ◽  
Asymmetric Aldol Reaction

We have designed a new hydrophobic ionic liquid derived from bromoester of trans-4-hydroxy-(l)-prolinamide and N-methylimidazole.

Design and preparation of a novel prolinamide-based organocatalyst for the solvent-free asymmetric aldol reaction

Tetrahedron ◽  
2020 ◽  
Vol 76 (5) ◽  
pp. 130855 ◽  
Author(s):  
Rafaela de S. Martins ◽  
Mathias P. Pereira ◽  
Pedro P. de Castro ◽  
Fernanda I. Bombonato
Keyword(s):  
Aldol Reaction ◽  
Solvent Free ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction
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