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• 882-26-8 (E)-1-nitro-3-(2-nitrovinyl)benzene 
• 108-94-1 cyclohexanone 
• 882-26-8 3-nitro-β-nitrostyrene 

Relevant academic research and scientific papers

Asymmetric Michael reaction promoted by chiral thiazolidine-thiourea catalyst

In this work, we report the synthesis and characterization of three new thiazolidine- and thiourea-based chiral organocatalysts. These compounds were successfully applied in asymmetric Michael addition reactions between different ketones and nitrostyrenes leading to products in up to 85% yield, >96:4 r.d. and 97% e.e. Computational studies were used to better visualize the proposed transition state and explain the observed stereoselectivities. One of the new catalysts was also successfully applied in an aldol addition between cyclohexanone an p-nitrobenzaldehyde leading to product in 80% yield, >96:4 d.r. and 80% e.e.

The carbamate esters as organocatalysts in asymmetric Michael addition reactions in aqueous media: When pyrrolidine backbone surpasses 1,2- diaminocyclohexane

A pyrrolidine ring containing carbamate ester, pyrrolidine-2-ylmethyl-carbamic acid isobutyl ester has been synthesized. The newly developed pyrrolidine ring containing carbamate ester surpassed 1,2- diaminocyclohexane derived carbamate ester in asymmetri

An ionic liquid containing L-proline moiety as highly efficient and recyclable chiral organocatalyst for Michael addition

A novel chiral ionic liquid containing proline moiety was synthesized. It can be used as a highly efficient and recyclable chiral organocatalyst for Michael addition of cyclohexanone with (E)-β-nitroalkenes in methanol at room temperature. The Michael add

Pyrrolidine-oxyimides: New chiral catalysts for enantioselective Michael addition of ketones to nitroolefins in water

A new class of proline based organocatalysts 'pyrrolidine-oxyimides' were designed and synthesized from l-proline and hydroxyimides by employing a simple reaction protocol. These catalysts were found to be efficient in promoting asymmetric Michael additions of ketones to nitroolefins at room temperature. Good yields and high selectivities were obtained with catalyst 1a under additive-free conditions employing water as the reaction medium.

Sugar amide-pyrrolidine catalyst for the asymmetric Michael addition of ketones to nitroolefins

New sugar amide-pyrrolidine derivatives possessing the furano form of the carbohydrate template were designed and developed as efficient and stereoselective organocatalysts for asymmetric Michael additions of ketones to nitroolefins at room temperature. G

Asymmetric Direct Michael Reactions of Cyclohexanone with Aromatic Nitroolefins in Water Catalyzed by Novel Axially Unfixed Biaryl-Based Bifunctional Organocatalysts

A new family of axially unfixed biaryl-based water-compatible bifuctional organocatalysts were designed and synthesized for the asymmetric direct Michael reaction of cyclohexanone with various nitroolefins in water. One of the organocatalysts incorporates

Peptidomimetic organocatalysts: Efficient Michael addition of ketones onto nitroolefins with very low catalyst loading

The syntheses of two novel peptidomimetic triazole-based organocatalysts that work for the asymmetric conjugate addition of cyclohexanone to nitroolefins are described. The catalysts worked with very low loading (0.5 mol%) in the absence of any additives

A novel organocatalyst for direct asymmetric Michael additions of cyclohexanone to nitroolefins

A novel catalyst combining pyrrolidinyl and cyclohexanediamine was designed and synthesized. Only 5 mol% of catalyst loading was required for enantioselective Michael additions of cyclohexanone and nitroolefins affording desired γ-nitroketones with > 99%

Benzoylthiourea-pyrrolidine as another bifunctional organocatalyst: Highly enantioselective Michael addition of cyclohexanone to nitroolefins

Asymmetric Michael addition of cyclohexanone to nitrostyrenes in the presence of organocatalyst 1 (10 mol-%) and 2,4-dichlorobenzoic acid (10 mol-%) afforded the corresponding synthetically valuable γ-nitroketones in moderate to good yields with high diastereoselectivities (up to >99:1 dr) and high enantioselectivities (up to >99 % ee) under mild conditions. A benzoylthiourea-pyrrolidine catalyst was synthesized and used in the asymmetric Michael addition of ketones to nitroalkenes. The corresponding synthetically valuable γ-nitroketones were obtained in moderate to good yields with high levels of diastereo- and enantioselectivities (up to >99:1 dr and up to >99 % ee). Copyright

Diastereoselective and enantioselective michael addition reactions of ketones and aldehydes to nitro olefins catalyzed by C2-symmetric axially-unfixed biaryl-based organocatalysts derived from enantiopure α-proline

A new class of axially-unfixed biaryl-based pyrrolidines with C 2-symmetry were designed and synthesized by using enantiopure α-proline as a chiral source. These bifunctional organocatalys provided Michael adducts in high chemical yields (up to