1314918-75-6

Upstream product

• 447-61-0 2-Trifluoromethylbenzaldehyde 
• 108-94-1 cyclohexanone 

Relevant academic research and scientific papers

New Mesoporous silica-supported organocatalysts based on (2S)-(1,2,4-Triazol-3-yl)-Proline: Efficient, reusable, and heterogeneous catalysts for the asymmetric aldol reaction

Novel organocatalytic systems based on the recently developed (S)-proline derivative (2S)-[5-(benzylthio)-4-phenyl-(1,2,4-triazol)-3-yl]-pyrrolidine supported on mesoporous silica were prepared and their efficiency was assessed in the asymmetric aldol rea

Organocatalytic asymmetric aldol reaction using protonated chiral 1,2-diamines

Organic-catalyzed stereoselective reactions have gained attention because they avoid the problems associated with metal catalysts, but existing catalysts based on proline have limitations. Therefore, (R,R)-(+)-1,2-diphenylethylenediamine (DPEN) was select

Synthesis of a new chiral organocatalyst derived from (S)-proline containing a 1,2,4-triazolyl moiety and its application in the asymmetric aldol reaction. Importance of one molecule of water generated in situ

A simple and efficient preparation of a novel chiral derivative of (S)-proline containing a 1,2,4-triazolyl moiety is described. The high-yielding synthetic protocol includes the use of microwave irradiation to afford new chiral pyrrolidine derivatives in

Multifunctional phosphoramide-(S)-prolinamide derivatives as efficient organocatalysts in asymmetric aldol and Michael reactions

The synthesis and evaluation of three novel chiral organocatalysts derived from (S)-proline and containing a bis-amidophosphoryl amine fragment are reported. The structure and conformation of the new compounds were determined by NMR spectroscopy and X-ray crystallographic analysis. The present study represents an effort directed to enhance the performance of (S)-proline-derived organocatalysts in asymmetric aldol and Michael reactions by means of increased steric interactions arising from the incorporation of naphthyl moieties in the catalysts. In the event, the stereoselectivity achieved with naphthyl substituents turned out to be rather similar to that obtained with phenyl analogs. Nevertheless, the new organocatalysts exhibited rather good enantio- and diastereoselectivities in aldol reactions with various isatins and aryl carbaldehydes, affording products with up to 94?:?6 diastereomeric ratios and enantiomeric ratios as high as 95?:?5. Furthermore, products obtained from Michael addition reactions exhibited up to 96?:?4 diastereomeric ratios and enantiomeric ratios as high as 98?:?2.

Proline-Glycine Dipeptidic Derivatives of Chiral Phosphoramides as Organocatalysts for the Enantiodivergent Aldol Reaction of Aryl Aldehydes and Isatins with Cyclohexanone in the Presence of Water

The synthesis of several novel organocatalysts derived from (R)- and (S)-proline-glycine dipeptides and incorporating a chiral phosphoramide fragment was accomplished. These chiral compounds catalyze the enantioselective aldol addition reaction of cyclohe