119880-64-7

Upstream product

• 119880-59-0 (E)-1-nitro-2-(2'-naphthyl)-1-propene 
• 5676-32-4 α-n-propylstyrene 
• 495-40-9 propiophenone 

Downstream Products

• 7782-27-6 (R)-2-phenylpentanoic acid 

Relevant academic research and scientific papers

Metal-Templated Design: Enantioselective Hydrogen-Bond-Driven Catalysis Requiring only Parts-per-Million Catalyst Loading

Based on a metal-templated approach using a rigid and globular structural scaffold in the form of a bis-cyclometalated octahedral iridium complex, an exceptionally active hydrogen-bond-mediated asymmetric catalyst was developed and its mode of action inve

Substrate Scope Evaluation of the Enantioselective Reduction of β-Alkyl-β-arylnitroalkenes by Old Yellow Enzymes 1-3 for Organic Synthesis Applications

The substrate scope of the old yellow enzyme catalyzed reduction of β-alkyl-β-arylnitroalkenes is investigated. Compounds bearing either alkyl chains of increasing length at the carbon atom in position β to the nitro group or different substituents on the aromatic ring are prepared and submitted to bioreduction, to define the synthetic potential of this enantioselective reaction in the preparation of chiral fine chemicals. The versatility of the resulting nitroalkanes as chiral building blocks is shown by reducing the nitro group into a primary amine and by converting it into a carboxylic acid moiety by Meyer reaction. An "explosion" of chiral products can be observed by combining the highly enantioselective ene-reductase-mediated reduction of nitroalkenes with the chemical versatility of the nitro group.

Asymmetric catalysis with an inert chiral-at-metal iridium complex

The development of a chiral-at-metal iridium(III) complex for the highly efficient catalytic asymmetric transfer hydrogenation of β,β′- disubstituted nitroalkenes is reported. Catalysis by this inert, rigid metal complex does not involve any direct metal coordination but operates exclusively through weak interactions with functional groups properly arranged in the ligand sphere of the iridium complex. Although the iridium complex relies only on the formation of three hydrogen bonds, it exceeds the performance of most organocatalysts with respect to enantiomeric excess (up to 99% ee) and catalyst loading (down to 0.1 mol %). This work hints at an advantage of structurally complicated rigid scaffolds for non-covalent catalysis, which especially relies on conformationally constrained cooperative interactions between the catalyst and substrates.

Organocatalytic asymmetric transfer hydrogenation of nitroolefins

We describe a highly efficient and highly enantioselective Hantzsch ester mediated conjugate transfer hydrogenation of β,β-disubstituted nitroolefins that is catalyzed by a Jacobsen-type thiourea catalyst. Copyright

Convenient catalytic, enantioselective conjugate reduction of nitroalkenes using CuF2

(Chemical equation presented) We document the use of a new catalyst system for the enantioselective conjugate reduction of nitroalkenes utilizing commercially available CuF2 and the bis-phosphine JOSIPHOS as a ligand. This new protocol not only

METHOD FOR PRODUCING AN OPTICALLY ACTIVE NITRO COMPOUND

An optically active nitro compound having two hydrogen atoms on its α-cabon atom and having β-asymmetric carbon atom can be produced by making α, β-unsaturated nitroolefin having a hydrogen atom on its α-cabon atom react with at least two organosilicon compounds having at lest one silicon-hydrogen bond in the molecule in the presence of an asymmetric copper complex, or react with an organosilicon compound having at least one silicon-hydrogen bond in the molecule in the presence of an asymmetric copper complex and water.

Catalytic Enantioselective Conjugate Reduction of β,β -Disubstituted Nitroalkenes

Efficient addition: Bisphosphane-CuI complexes catalyze the enantioselective reduction of β,β-disubstituted nitroalkenes, giving chiral β,β-disubstituted nitroalkanes in useful yields and selectivities (see scheme). The reaction can be carried out with as little as 0.1 mol % of complex, rendering the process among one of the more efficient methods for conjugate addition chemistry.

Asymmetric Reduction of Nitro Olefins by Fermenting Bakers' Yeast

Reduction of a number of 1-nitro-1-alkenes by fermenting bakers' yeast has been found to be enantioselective, resulting in the formation of optically active 1-nitroalkanes.In most cases, optical purities of the products determined by HPLC analysis of MTPA amides were as high as 83-98percent ee.The optimum rate of conversion was obtained when the reaction was carried out at pH 8 and low concentration of substrates.The absolute configuration of resulting (+)-1-nitro-2-phenylpropane was determined to be R by comparing the specific rotation with that of an authentic specimen after reductive hydrolysis to the corresponding aldehyde.