84624-45-3

Upstream product

• 98-01-1 furfural 
• 108-94-1 cyclohexanone 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 

Relevant academic research and scientific papers

AZT-prolinamide: The nucleoside derived pyrrolidine catalysts for asymmetric aldol reactions using water as solvent

New pyrrolidine catalysts based on a nucleoside and proline, AZT-prolinamides, were synthesized and successfully employed for the enantioselective direct aldol reaction of aldehydes with ketones. These catalysts proved to be effective in promoting the rea

Novel sulfonylpolystyrene-supported prolinamides as catalysts for enantioselective aldol reaction in water

Five novel prolinamides derived from 1,n-diamines supported on commercially available sulfonylpolystyrene have been synthesized and successfully applied in diastereo- and enantioselective aldol reaction in water or, in one case, neat conditions. Excellent

Highly efficient direct a larger-scale aldol reactions catalyzed by a flexible prolinamide based-metal Lewis acid bifunctional catalyst in the presence of water

In this work, four prolinamide-based organocatalysts were readily synthesized and applied to the asymmetric direct aldol reactions of ketones and aromatic aldehydes in the presence of water. When TFA was used as an acidic additive, 10 mol % loading of 1c

Organocatalytic enantioselective direct aldol reaction in aqueous media catalyzed by a bifunctional diamine catalyst

Organocatalytic direct asymmetric anti-aldol reaction was developed in aqueous medium using a BINOL-derived diamine/protic acid bifunctional catalyst. The catalytic protocol could offer the opportunity to access anti-aldol products with high level of enan

Aldol reactions in water using a β-cyclodextrin-binding proline derivative

The aldol reaction of various aromatic aldehydes with cyclohexanone is catalyzed by the inclusion complex of a proline derivative and β-cyclodextrin in water, yielding hydroxyketones with anti/syn ratio of up to 99:1 and ee values well above 90%. Georg Th

Highly diastereo- and enantioselective direct aldol reactions of aldehydes and ketones catalyzed by siloxyproline in the presence of water

Proline-based organocatalysts have been developed for a highly enantioselective, direct aldol reaction of aldehydes and ketones in the presence of water. While several surfactant-proline combined catalysts have proved effective, proline derivatives with a hydrophobic moiety such as rraw-siloxy-L-proline and cis-siloxy-D-proline, both of which are easily prepared from the same commercially available 4-hydroxy-L-proline. have been found to be the most effective organocatalysts examined in this study, affording the aldol product with excellent diastereo- and enantioselectivities, these two catalysts generating opposite enantiomers. Water affects the selectivity, and poor results are obtained under neat reaction conditions or in dry organic solvents. More than three equivalents of water are required for the best diastereo- and enantioselectivities. while three equivalents is the recommended amount from a synthetic point of view. The reaction proceeds in the organic phase, and also proceeds in the presence of a large amount of water. The large-scale preparation of aldols with the minimal use of an organic solvent, including in the purification step. is described.

Highly efficient asymmetric direct stoichiometric aldol reactions on/in water

(Figure Presented) Hydrophobic pocket pleaser: A novel asymmetric catalytic system in water mediated by sulfated β-cyclodextrin (see picture) can bind the organocatalyst tert-butylphenoxyproline and associated hydrophobic reactants. Enantio- and diastereoselectivities up to >99% and close to quantitative yields could be achieved for stoichiometric direct aldol reactions of cyclohexanone and aryl aldehydes with this system.