863970-18-7

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 5720-07-0 4-methoxyphenylboronic acid 
• 29179-25-7 cinnamylideneacetophenone 
• 7294-51-1 2,4,6-tris(4-methoxyphenyl)boroxine 
• 104-55-2 3-phenyl-propenal 
• 528852-26-8 (E)-3-(4-methoxyphenyl)-3-phenylacrylic acid 
• 120553-80-2 (E)-β-(4-methoxyphenyl)cinnamic aldehyde 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1167442-89-8 (R)-3-(4-methoxyphenyl)-3-phenyl-1-propanol 
• 60492-48-0 (R)-1-(4-methoxyphenyl)-1-phenylethane 

Relevant academic research and scientific papers

Heterogeneous Rh and Rh/Ag bimetallic nanoparticle catalysts immobilized on chiral polymers

The development of heterogeneous chiral catalysts has lagged far behind that of homogeneous chiral catalysts in spite of their advantages, such as environmental friendliness for a sustainable society. We describe herein novel heterogeneous chiral Rh and Rh/Ag bimetallic nanoparticle catalysts consisting of polystyrene-based polymers with chiral diene moieties. The catalysts enable high-to-excellent yields and enantioselectivities to be obtained in asymmetric 1,4-addition reactions of arylboronic acids with α,β-unsaturated carbonyl compounds such as ketones, esters, and amides, and in other asymmetric reactions. The catalysts could be readily recovered by simple filtration and reused; they could also be applied to continuous-flow synthesis. We also discuss the nature of possible reaction species based on XPS analysis.

CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes

The copper hydride (CuH)-catalyzed enantioselective reduction of α,β-unsaturated carboxylic acids to saturated aldehydes is reported. This protocol provides a new method to access a variety of β-chiral aldehydes in good yields, with high levels of enantioselectivity and broad functional group tolerance. A reaction pathway involving a ketene intermediate is proposed based on preliminary mechanistic studies and density functional theory calculations.

Electronic tuning of chiral diene ligands in iridium-catalyzed asymmetric 1,6-addition of arylboroxines to δ-aryl-α,β,γ,δ- unsaturated ketones

Asymmetric addition of arylboroxines to δ-aryl-α,β, γ,δ-unsaturated ketones proceeded in the presence of an iridium catalyst coordinated with a chiral diene ligand to give high yields of δ-diaryl ketones with very high enantioselectivity.

Chiral dihydrobenzo[1,4]oxazines as catalysts for the asymmetric transfer-hydrogenation of α,β-unsaturated aldehydes

A new class of organocatalysts based on the structure of 2,3-dihydrobenzo[1,4]oxazine was prepared and applied in the enantioselective transfer-hydrogenation of α,β-unsaturated aldehydes with Hantzsch ester as hydride donor. These catalysts proved to be particularly effective for the conjugate reduction of β,β-diaryl-substituted acrylaldehydes leading to saturated aldehydes bearing a stereogenic center with two different aryl groups with enantioselectivities of up to 91% ee.

Chiral tetrafluorobenzobarrelenes as highly efficient ligands for the rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids

New C2-symmetric chiral diene ligands bearing a tetrafluorobenzobarrelene framework and (-)-menthyl groups as chiral auxiliaries were prepared through [4 + 2] cycloaddition of 1,4-bis((-)-menthoxymethyl) benzene with tetrafluorobenzyne. The die

Enantioselective preparation of 1,1-diarylethanes: Aldehydes as removable steering groups for asymmetric synthesis

Cut it out! Convenient procedures have been delineated for the synthesis of optically active, functionalized 1,1-diaryl-ethanes by decarbonylation of β,β-diaryl-propionaldehydes. The process can be conducted as a one-pot 1,4-addition/decarbonylation sequence. Aldehydes are used as removable steering groups in this new strategy for the preparation of optically active building blocks. (Chemical Equation Presented)

Palladium(II)-catalyzed 1,4-addition of arylboronic acids to β-arylenals for enantioselective syntheses of 3,3-diarylalkanals: a short synthesis of (+)-(R)-CDP 840

1,4-Addition of arylboronic acid to trans-β-arylenals proceeded smoothly in acetone-water (10/1) at 10-25 °C in the presence of [Pd(S,S-chiraphos)(PhCN)2](SbF6)2 (0.5 mol %), AgX (X = BF4, SbF6, 10 mo

Highly enantioselective 1,4-addition of arylzinc reagents to 3-arylpropenals catalyzed by a rhodium-binap complex in the presence of chlorotrimethylsilane

Asymmetric 1,4-addition of arylzinc chlorides to (E)-3-arylpropenals proceeded with high enantioselectivity in the presence of a rhodium/(R)-binap catalyst and chlorotrimethylsilane to give, after hydrolysis, high yields of the corresponding 3,3-diarylpro

Asymmetric Synthesis of 3,3-Diarylpropanals with Chiral Diene-Rhodium Catalysts

A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The

Asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated aldehydes catalyzed by a chiral diene-rhodium complex

Asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated aldehydes proceeded in the presence of a rhodium catalyst (3 mol %) coordinated with a chiral diene ligand ((R,R)-Bn-bod*) to give the corresponding β-arylaldehydes with perfect 1,4-selectivi