1260113-83-4

Upstream product

• 3179-10-0 (E)-1-methoxy-4-(2-nitrovinyl)benzene 
• 123-38-6 propionaldehyde 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 178101-25-2 1-methoxy-4-(2-nitro-1(Z)-ethenyl)benzene 

Relevant academic research and scientific papers

Asymmetric Michael addition reactions of aldehydes to β-nitrostyrenes catalyzed by (S)–N-(D-prolyl-L-prolyl)-1 -triflicamido-3 -phenylpropan-2-amine

In an attempt to improve the catalytic ability of (S)–N-(D-prolyl)-1-triflicamido-3-phenylpropan-2-amine, a catalyst previously reported by us for the asymmetric Michael addition of aldehydes to β-nitrostyrenes, 4 new molecules were designed and synthesiz

Enantioselective Michael Addition of Aldehydes to β-Nitrostyrenes Catalyzed by (S)-N-(D-Prolyl)-1-triflicamido-3-phenylpropan-2-amine

A new organocatalyst for the asymmetric Michael addition reaction of aldehydes with β-nitrostyrenes is developed by coupling D-proline with (S)-1-triflicamido-3-phenylpropan-2-amine, which in turn is prepared from L-phenylalaninol. The Michael addition pr

Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol

A new chiral mesoporous hybrid material was synthesized based on pyrrolidine units included in a siliceous framework, HybPyr, and integrated into the organic-inorganic structure, from a specific bis-silylated precursor. A fluoride sol-gel methodology under soft synthesis conditions and in the absence of sophisticated structural directing agents allowed the generation of a mesoporous architecture with a homogeneous distribution of active chiral moieties along the network. The hybrid material was studied by means of different characterization techniques (TGA, NMR and IR spectroscopy, chemical and elemental analyses, TEM, and textural measurements), verifying the stability and integrity of the asymmetric active sites in the solid. The hybrid material, HybPyr, is an excellent asymmetric heterogeneous and recyclable catalyst for enantioselective Michael addition of linear aldehydes to β-nitrostyrene derivatives with high stereocontrol of the reaction products.

Enantioselective Michael addition of aldehydes to nitroolefins catalyzed by pyrrolidine-HOBt

The oxytriazole catalyst “pyrrolidine-HOBt” developed for asymmetric Michael addition of cyclohexanone to nitroolefins is now evaluated for the asymmetric Michael addition of aldehydes to nitroolefins under similar reaction conditions. The results of this

Tetrahydropyran-Based Hybrid Dipeptides as Asymmetric Catalysts for Michael Addition of Aldehydes to β-Nitrostyrenes

A new series of hybrid dipeptide-like organocatalysts based on pyranoid ?- or ζ-amino acids and proline have been prepared for the asymmetric Michael addition of aldehydes to β-nitrostyrenes. The reaction proceeds under mild conditions to afford a wide ra

Novel Easily Recyclable Bifunctional Phosphonic Acid Carrying Tripeptides for the Stereoselective Michael Addition of Aldehydes with Nitroalkenes

A novel bifunctional organocatalyst library combining both aminocatalysis and phosphonic acid activation was used for the first time as an efficient tool for the stereoselective Michael addition of aldehydes with several aromatic nitroalkenes with good selectivities up to 95:5 dr and 93:7 er. Due to their high water solubility, the catalysts were easily recyclable and could be reused over several cycles without any significant loss of selectivity.

Asymmetric Redox-Annulation of Cyclic Amines

Cyclic amines such as 1,2,3,4-tetrahydroisoquinoline undergo regiodivergent annulation reactions with 4-nitrobutyraldehydes. These redox-neutral transformations enable the asymmetric synthesis of highly substituted polycyclic ring systems in just two steps from commercial materials. The utility of this process is illustrated in a rapid synthesis of (-)-protoemetinol. Computational studies provide mechanistic insights and implicate the elimination of acetic acid from an ammonium nitronate intermediate as the rate-determining step.

POSS supported diarylprolinol silyl ether as an efficient and recyclable organocatalyst for asymmetric Michael addition reactions

The POSS supported (S)-α,α-diphenylprolinol trimethylsilyl ether catalyst was synthesized and applied in the asymmetric Michael addition reactions of aldehydes and arylnitroalkenes, providing the products in good yields with excellent enantioselectivities

A rational approach towards a new ferrocenyl pyrrolidine for stereoselective enamine catalysis

Ironing out the details: Proline and pyrrolidine derivatives (Hayashi- J?rgensen catalysts) are considered work horses in organocatalysis. This report describes a new effective ferrocenyl pyrrolidine catalyst that is able to perform well in benchmark organocatalytic reactions (see figure). The ferrocene moiety controls the conformational space and a simple alkyl group effectively covers a face of the derived enamine. This new framework can find applications in organocatalysis, and in general, in new ligand design. Copyright

Self-assembly of an organocatalyst for the enantioselective synthesis of Michael adducts and α-aminoxy alcohols in a nonpolar medium

A proline-thiourea host-guest complex is described as a self-assembled organocatalyst for the enantioselective Michael addition of aldehydes to nitroolefins and for the asymmetric α-aminoxylation of both aldehydes and ketones. The Michael adducts were obt