89590-29-4

Upstream product

• 67-56-1 methanol 
• 931-48-6 2-cyclohexylacetylene 
• 201230-82-2 carbon monoxide 
• 110-82-7 cyclohexane 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 931-51-1 cyclohexylmagnesiumchloride 

Relevant academic research and scientific papers

Asymmetric hydrogenation of maleic acid diesters and anhydrides

Asymmetric hydrogenation of maleic and fumaric acid derivatives with iridium catalysts based on N,P ligands provides an efficient route to chiral enantioenriched succinates. A new catalyst derived from a 2,6-difluorophenyl- substituted pyridine-phosphinite ligand was developed and enables the conversion of a wide range of 2-alkyl and 2-arylmaleic acid diesters into the corresponding succinates in high enantiomeric purity. Mixtures of cis/trans substrates can be hydrogenated in an enantioconvergent fashion with high enantioselectivity, and further enhances the scope of this transformation. The products are valuable chiral building blocks with a structural motif found in many bioactive compounds, such as metalloproteinase inhibitors. An attractive enantioselective route to 2-alkyl- and 2-aryl-substituted succinic acid derivatives is opened up by the asymmetric hydrogenation of maleic and fumaric acid derivatives, using the new catalyst [Ir(cod)L]BArF, derived from a 2,6-difluorophenyl-substituted pyridine-phosphinite ligand. The products are valuable chiral building blocks having a structural motif found in many bioactive compounds. cod=1,5-cyclooctadiene.

The photomediated reaction of alkynes with cycloalkanes

In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used. The Royal Society of Chemistry 2006.

SELECTIVE HYDROESTERIFICATION OF ALKYNES TO MONO- OR DIESTERS

Terminal alkynes (including acetylene) undergo regioselective hydroesterification to unsaturated cis-diesters using PdCl2, CuCl2, HCl, alcohol, carbon monoxide, and oxygen; cis-monoesters are formed from internal alkynes.These reactions are complete within two hours at room temperature and atmospheric pressure.