123624-44-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 63382-82-1 (E)-5-phenyl-hex-4-en-3-one 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 
• 2497-21-4 4-hexen-3-one 
• 98-80-6 phenylboronic acid 
• 123624-37-3 2-<(S)-2-Methoxymethylpyrrolidino>-4-phenyl-3-butennitril 
• 141868-93-1 (E)-N-methoxy-N-methyl-3-phenylbut-2-enamide 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 
• 123624-39-5 3-<(S)-2-Methoxymethylpyrrolidino>-1-phenyl-1-penten 
• 74-88-4 methyl iodide 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones

Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.

Compartmentalization and Photoregulating Pathways for Incompatible Tandem Catalysis

This contribution describes an advanced compartmentalized micellar nanoreactor that possesses a reversible photoresponsive feature and its application toward photoregulating reaction pathways for incompatible tandem catalysis under aqueous conditions. The

Asymmetric Synthesis of Chiral Bicyclo[2.2.1]hepta-2,5-diene Ligands through Rhodium-Catalyzed Asymmetric Arylative Bis-cyclization of a 1,6-Enyne

A series of novel chiral diene ligands (1R,4S)-L1, which are based on the bicyclo[2.2.1]heptadiene skeleton and are substituted with methyl and an ester group at the bridgehead carbons, were synthesized through rhodium-catalyzed asymmetric arylative bis-c

Asymmetric Umpolung Hydrogenation and Deuteration of Alkenes Catalyzed by Nickel

Nickel-catalyzed asymmetric hydrogenation of several types of alkenes proceeds in high enantioselectivity, using acetic acid or water as the hydrogen source and indium powder as electron donor. The scope of alkenes herein include α,β-unsaturated esters, n

Cellulose-supported chiral rhodium nanoparticles as sustainable heterogeneous catalysts for asymmetric carbon-carbon bond-forming reactions

Cellulose-supported chiral Rh nanoparticle (NP) catalysts have been developed. The Rh NPs, which were well dispersed on cellulose, catalyzed the asymmetric 1,4-addition of arylboronic acids to enones and enoates, one of the representative asymmetric carbon-carbon bond-forming reactions, in the presence of chiral diene ligands, providing the corresponding adducts in high yields with outstanding enantioselectivities without metal leaching. The solid-state NMR analysis of the chiral NP system directly suggested interactions between the Rh NPs and the chiral ligand on cellulose. This is the first example of using polysaccharide-supported chiral metal nanoparticles for asymmetric carbon-carbon bond-forming reactions.

Chemoenzymatic synthesis and application of bicyclo [2.2.2] octadiene ligands: Increased efficiency in rhodium-catalyzed asymmetric conjugate additions by electronic tuning

(Figure Presented) On your bi(cycle)kel A series of 1,4dimethyl bicyclic [2.2.2] diene ligands with tunable substitution at the bridge positions was accessed using a lipase resolution and a high yielding six step sequence (see scheme). The bridgehead meth

Chiral amidophosphane-rhodium(I)-catalyzed asymmetric conjugate arylation of acyclic enones with arylboronic acids

A catalytic asymmetric conjugate arylation of acyclic α, β-unsaturated ketones with arylboronic acids was catalyzed by 3 mol% of chiral amidomonophosphane 1-rhodium(I) in the presence of potassium hydroxide in a mixture of 1,4-dioxane and water at 70 °C t

Asymmetric 1,4-addition of organoboronic acids to α,β-unsaturated ketones and 1,2-addition to aldehydes catalyzed by a palladium complex with a ferrocene-based phosphine ligand

A combination of palladium with ferrocene-based phosphine ligand with a carbon-bromine bond was found to be a good catalyst for the 1,4-addition of arylboronic acids to α,β-unsaturated ketones and the 1,2-addition to aldehydes. Using Pd(dba)2 and (S,Rp)-[1-(2-bromoferrocenyl)ethyl]diphenylphosphine (S,Rp)-1, 3-phenylcyclohexanone was obtained from the reaction of 2-cyclohexen-1-one with phenylboronic acid in the presence of K2CO3 in toluene at room temperature after 3 h in 92% yield with 76% ee. In the 1,2-addition of 4-methylphenylboronic acid to benzaldehyde, 96% of (4-methylphenyl)phenylmethanol was afforded after 24 h, while the enantiomeric excess was only 6%.

Asymmetric conjugate reduction of α,β-unsaturated ketones and esters with chiral rhodium(2,6-bisoxazolinylphenyl) catalysts

New asymmetric conjugate reduction of β,β-disubstituted α,β-unsaturated ketones and esters was accomplished with alkoxylhydrosilanes in the presence of chiral rhodium(2,6-bisoxazolinylphenyl) complexes in high yields and high enantioselectivity. (E)-4-Phenyl-3-penten-2- one and (E)-4-phenyl-4-isopropyl-3-penten-2-one were readily reduced at 60°C in 95% ee and 98 % ee, respectively, by 1 mol % of catalyst loading. (EtO) 2MeSiH proved to be the best hydrogen donor of choice. tert-Butyl (E)-β-methylcinnamate and β-isopropylcinnamate could also be reduced to the corresponding dihydrocinnamate derivatives up to 98% ee.

Chiral Homoenolate Equivalents, III Asymmetric Synthesis of 3-Substituted 3-Phenylketones via Metallated SMP-Allylamines

The diastereomeric excess obtained in alkylation reactions of the chiral homoenolate equivalents 7 with prolinol ether as chiral auxiliary leading to the formation of 3-phenylketones 9 clearly depends on the temperature, the counter ion and the size of the alkyl iodide.But most important is the influence of the solvent used.By its variation even the course of induction may be controlled.Normally, the selectivity amounts to about 8:1 only.The best results (about 9:1) are obtained with lithium as counter ion and tert-butyl methyl ether as solvent.