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.

Alternating chiral selectivity of aldol reactions under the confined space of mesoporous silica

2015 ◽  
Vol 51 (96) ◽  
pp. 17116-17119 ◽  
Author(s):  
Chewei Yeh ◽  
Yan-Ru Sun ◽  
Shing-Jong Huang ◽  
Yeun-Min Tsai ◽  
Soofin Cheng
Keyword(s):  
Mesoporous Silica ◽  
Aldol Reaction ◽  
Recyclable Catalyst ◽  
Aldol Reactions ◽  
Water Medium ◽  
Confined Space ◽  
Asymmetric Aldol ◽  
Co Catalysts ◽  
Asymmetric Aldol Reaction ◽  
Chiral Selectivity

The chiral selectivities were altered and high diastereo- and enantio-selectivities of the products were obtained in water medium without adding acid co-catalysts when a primary–tertiary diamine catalyst was immobilized on mesoporous SBA-15 to form a recyclable catalyst for the direct asymmetric aldol reaction of cyclohexanone with p-nitrobenzaldehyde.

scholarly journals Development of fructose-1,6-bisphosphate aldolase enzyme peptide mimics as biocatalysts in direct asymmetric aldol reactions

RSC Advances ◽  
2021 ◽  
Vol 11 (58) ◽  
pp. 36670-36681
Author(s):  
Thabo Peme ◽  
Dean Brady ◽  
Wanyama Juma ◽  
Maya Makatini
Keyword(s):  
Aldol Reaction ◽  
Aldol Reactions ◽  
Peptide Mimics ◽  
Structural Motifs ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
Fructose 1,6 Bisphosphate

Novel asymmetric aldol reaction catalysing fructose-1,6-bisphosphate aldolase peptide mimics with secondary structural motifs.

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).

Aerobic photooxidative direct asymmetric aldol reactions of benzyl alcohols using water as the solvent

RSC Advances ◽  
2015 ◽  
Vol 5 (49) ◽  
pp. 39539-39543 ◽  
Author(s):  
A. Fujiya ◽  
T. Nobuta ◽  
E. Yamaguchi ◽  
N. Tada ◽  
T. Miura ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Aldol Reactions ◽  
Asymmetric Aldol ◽  
Benzyl Alcohols ◽  
Asymmetric Aldol Reaction

We report an aerobic photooxidative direct asymmetric aldol reaction using water as the solvent.

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