132014-29-0

Upstream product

• 555-75-9 aluminum ethoxide 
• 94-41-7 benzalacetophenone 
• 32093-01-9 trans-1-benzylsulfonyl-2-phenylethene 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 591-51-5 phenyllithium 
• 80783-99-9 3-phenyl-N-methoxy-N-methylacrylamide 
• 3412-44-0 1,3-diphenylpropene 
• 30094-01-0 β-styrylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 14371-10-9 (E)-3-phenylpropenal 
• 108-86-1 bromobenzene 
• 62668-02-4 (E)-1,3-diphenyl-2-propen-1-ol 
• 264194-99-2 (1R₁)-3-[(1S,4R)-2-oxobornane-10-sulfinyl]-1,3-diphenyl-1-propanol 

Downstream Products

• 1083-30-3 dihydrochalcone 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 29128-01-6 1,3-Diphenyl-3(p-toluolsulfonsaeure)-propen 
• 19969-92-7 1-Dimethylamino-1,3-diphenyl-2-propen 
• 33866-99-8 2-(1,3-diphenylallyl)hydrazide-p-toluenesulfonic acid 
• 94-41-7 benzalacetophenone 
• 86477-17-0 (3-methoxyprop-1-ene-1,3-diyl)dibenzene 
• 87751-69-7 rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene 
• 1101-41-3 Tetraphenyldiphosphin 
• 292639-13-5 (E)-N-(1,3-diphenylallyl)-4-methylbenzenesulfonamide 
• 19805-00-6 all-trans-1,3-diphenyl-2,4-bis-[α-acetoxybenzyl]cyclobutane 
• 1143572-90-0 1,3-diphenyl-1-(4-methoxyphenyl)prop-2-ene 

Relevant academic research and scientific papers

Asymmetric catalytic reactions using P*-mono-, P*,N- and P*,P*-bidentate diamidophosphites with BINOL backbones and 1,3,2-diazaphospholidine moieties: Differences in the enantioselectivity

A new series of P*-chiral diamidophosphites with 1,3,2- diazaphospholidine rings, based on (Sa)- or (Ra)-BINOL and their easily accessible derivatives, has been synthesized for the first time and tested in asymmetric transition metal catalysis. Up to 99% ee was achieved in the rhodium-catalyzed asymmetric hydrogenation of functionalized olefins and in the palladium-catalyzed allylic substitution. The influence of the nature of the donor atoms and denticity on the asymmetric induction is discussed. In addition, the first example of a successful platinum-catalyzed asymmetric allylic amination (up to 86% ee) with participation of organophosphorus ligands is considered.

Pd-catalyzed asymmetric synthesis of allylic tert-butyl sulfones and sulfides: Kinetic resolution of the allylic substrate by a chiral Pd-complex

The acyclic and cyclic allylic tert-butyl sulfones 3, ent-3, 11a, 11b and 15a-c of 89-98% ee were synthesized in 40-92% yield by a Pd-catalyzed reaction of the respective allylic acetates and carbonates rac-1a, rac-1b, rac-10a, rac-10b and rac-14a-c with

Enantioselective Alkenylation of Aldehydes with Protected Propargylic Alcohols in the Presence of a Crown Ether as an Additive

The enantioselective alkenylation of aldehydes with protected propargylic alcohols catalyzed by chiral amino thiol has been developed. The best results were obtained for the hydrozirconation-transmetallation to zinc protocol. The key element of the method is the use of crown ethers as an additive. The enantioselectivity of the reaction performed in the presence of the crown ether was substantially higher than in the absence of this additive and the enantiomer ratio reached 98:2. (Figure presented.).

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Pd-Catalyzed Nazarov-Type Cyclization: Application in the Total Synthesis of β-Diasarone and Other Complex Cyclopentanoids

We describe the palladium-catalyzed Nazarov-type cyclization of easily accessible (hetero)arylallyl acetates to pentannulated (hetero)arenes. This method provides ready access to various types of bi-, tri-, tetra-, and pentacyclic cyclopentanoids under ne

Hf-MOF catalyzed Meerwein?Ponndorf?Verley (MPV) reduction reaction: Insight into reaction mechanism

Hf-MOF-808 exhibits excellent activity and specific selectivity on the hydrogenation of carbonyl compounds via a hydrogen transfer strategy. Its superior activity than other Hf-MOFs is attributed to its poor crystallinity, defects and large specific surface area, thereby containing more Lewis acid-base sites which promote this reaction. Density functional theory (DFT) computations are performed to explore the catalytic mechanism. The results indicate that alcohol and ketone fill the defects of Hf-MOF to form a six-membered ring transition state (TS) complex, in which Hf as the center of Lewis stearic acid coordinates with the oxygen of the substrate molecule, thus effectively promoting hydrogen transfer process. Other reactive groups, such as –NO2, C = C, -CN, of inadequate hardness or large steric hindrance are difficult to coordinate with Hf, thus weakening their catalytic effect, which explains the specific selectivity Hf-MOF-808 for reducing the carbonyl group.

One-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions: Atom-economic synthesis of selenocarbamates and allyl sulfones

In many reactions involving selenosulfonate or thiosulfonate, the sulfone group often leaves in form of benzenesulfinic acid or sodium benzenesulfinate. A one-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions to afford selenocarbamates and allyl sulfone compounds is reported. The sulfinic acid as the first-step side product is converted to the allyl sulfone compound by water promoted reaction with allyl alcohol. Water acts as both an oxygen source of selenocarbamates and as a promoter to drive the second step reaction. The reactions have the advantages of mild conditions, green, environment-friendly, and high atomic economy.

Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives

Novel 2-(aryloxymethyl)aziridines and 2-((3-aryl-1-phenylallyloxy)methyl)aziridine derivatives were prepared via ring-opening reaction of epoxides. The synthesized derivatives were characterized by using elemental analysis (EA), FT-IR, 13C NMR, and 1H NMR. The in vitro antitubercular activities of the synthesized compounds were evaluated against Mycobacterium tuberculosis H37Rv (MTB H37Rv) strain using MTT-MABA assay. All the aziridine derivatives exhibited improved persuasive antitubercular activity against MTB H37Rv in comparison with standard drugs. Among the tested compounds, 2-(naphthalene-1-yloxy) methyl aziridine (5b), 2-(naphthalene-2-yloxy)methylaziridine (5c), 2-(m-tolyloxymethyl)aziridine (5e), 2-(3-(4-methoxyphenyl)-1-phenylalloxy)methylaziridine (12b) and 2-(3-(2-chlorophenyl)-1-phenylallyloxy)methylaziridine (12c) revealed promising activity against MTB H37Rv. Specifically, compound 5b and 12 b showed three-times more active (MIC = 0.5 μg/mL) than the standard drugs ethambutol (MIC = 1.56 μg/mL) and ciprofloxacin (MIC = 1.56 μg/mL).

Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System

Allylic amines are valuable and functional building blocks. Direct N-allylation of pyrazole and its derivatives as an atom economic strategy to provide allylic amines has been achieved only using commercial Bu4NHSO4 as the metal-free catalyst and water as the solvent without any additives. 11–93% isolated yields were obtained for the N-allylation of pyrazole and its derivatives with allylic alcohols. Bu4NHSO4 could be reused for six times by simple extraction nearly without loss of catalytic activity and was also suitable for a gram-scale production. The reaction of allylic ether and pyrazole did not occur to give the desired product indicated that allylic ether was not the active intermediate in the pathway. Density functional theory (DFT) calculations reveal that there are hydrogen bonding effects among substrates, solvent and catalyst, especially the one formed between allylic alcohol and H2O. Control experiments in different protic solvents further demonstrate the intermolecular hydrogen bonding of allylic alcohol and water. (Figure presented.).

Potassium Base-Promoted Diastereoselective Synthesis of 1,3-Diols from Allylic Alcohols and Aldehydes through a Tandem Allylic-Isomerization/Aldol–Tishchenko Reaction

This study reports the first base-promoted aldol–Tishchenko reactions of allylic alcohols with aldehydes initiated by allylic isomerization. The reaction enables the diastereoselective synthesis of a variety of 1,3-diols with three contiguous stereogenic centers. Unlike commonly reported systems, our method allows the use of readily available allylic alcohols as nucleophiles instead of enolizable aldehydes and ketones.