Boron-Mediated Aldol Reaction of Carboxylic Esters:  Complementary Anti- and Syn-Selective Asymmetric Aldol Reactions

2002 ◽  
Vol 67 (15) ◽  
pp. 5250-5256 ◽  
Author(s):  
Tadashi Inoue ◽  
Ji-Feng Liu ◽  
Dana C. Buske ◽  
Atsushi Abiko
Keyword(s):  
Aldol Reaction ◽  
Aldol Reactions ◽  
Asymmetric Aldol ◽  
Carboxylic Esters

scholarly journals Boron-Mediated Aldol Reaction of Carboxylic Esters: Complementary anti- and syn-Selective Asymmetric Aldol Reactions.

ChemInform ◽  
2003 ◽  
Vol 34 (2) ◽  
Author(s):  
Tadashi Inoue ◽  
Ji-Feng Liu ◽  
Dana C. Buske ◽  
Atsushi Abiko
Keyword(s):  
Aldol Reaction ◽  
Aldol Reactions ◽  
Asymmetric Aldol ◽  
Carboxylic Esters

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.

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.

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.

Attainment of syn-selectivity for boron-mediated asymmetric aldol reactions of carboxylic esters

1998 ◽  
Vol 39 (14) ◽  
pp. 1873-1876 ◽  
Author(s):  
Ji-Feng Liu ◽  
Atsushi Abiko ◽  
Zhonghua Pei ◽  
Dana C Buske ◽  
Satoru Masamune
Keyword(s):  
Aldol Reactions ◽  
Asymmetric Aldol ◽  
Carboxylic Esters

scholarly journals Chiral Thiazolidine based Organocatalysts: Synthesis and Application in Asymmetric Aldol Reactions

2020 ◽  
Vol 17 (5) ◽  
pp. 372-380
Author(s):  
Ana Rita G. Félix ◽  
Pedro R.D. Simões ◽  
Francisco J.P.M. Sousa ◽  
M. Elisa Silva Serra ◽  
Dina Murtinho
Keyword(s):  
Reaction Time ◽  
Aldol Reaction ◽  
Aromatic Aldehydes ◽  
Aldol Reactions ◽  
Catalyst Loading ◽  
Reaction Parameters ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

Several novel chiral organocatalysts derived from thiazolidines containing amide and thioureia functionalities were synthesized in good yields. These organocatalysts were tested in the asymmetric aldol reaction of acetone with p-nitrobenzaldehyde. Reaction parameters such as reaction time, catalyst loading and solvent were optimized. Products with conversions up to 84% and enantiomeric ratios (er) up to 84.5:15.5 (R:S) were obtained. The effect of several chiral and non-chiral additives on the reactivity and selectivity of the reaction was also evaluated. The reaction was extended to other aromatic aldehydes with the best organocatalyst and when p-bromobenzaldehyde was used, an er of 94.5:5.5 (R:S) was obtained.

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