29045-01-0

Upstream product

• 120-46-7 1,3-diphenylpropanedione 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 28918-07-2 2-(4-methoxybenzylidene)-1,3-diphenylpropane-1,3-dione 
• 71017-75-9 1-(4-methoxybenzyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt 

Downstream Products

• 1373154-01-8 C₃₉H₄₆N₂O₉ 
• 1373154-03-0 2-(4-methoxybenzyl)-1,3-diphenylpropane-1,3-diol 
• 1373154-05-2 2-(4-methoxybenzyl)-1,3-diphenylpropane-1,3-diol 
• 1373153-97-9 C₃₉H₄₆N₂O₉ 

Relevant academic research and scientific papers

Application of a novel 1,3-diol with a benzyl backbone as chiral ligand for asymmetric oxidation of sulfides to sulfoxides

A chiral 1,3-diol with a benzyl backbone has been used for the asymmetric oxidation of sulfides to sulfoxides. Moderate to good yields and enantioselectivity (upto 87% ee) have been observed.

Alkylation of 1,3-dicarbonyl compounds with benzylic and propargylic alcohols using Ir-Sn bimetallic catalyst: Synthesis of fully decorated furans and pyrroles

The heterobimetallic complex [Ir(COD)(SnCl3)Cl(μ-Cl)] 2 catalyzes the direct substitution of hydroxyl groups in benzylic and propargylic alcohols by 1,3-dicarbonyl moiety. In 4-hydroxycoumarin, benzylation and propargylation occurs at the 3-position. Selective propargylation or allenylation takes place depending on the nature of propargylic alcohol. By applying the methodology, multi-substituted furans and pyrroles have been synthesized in good yields.

Metal triflate-catalyzed cationic benzylation and allylation of 1,3-dicarbonyl compounds

(Chemical Equation Presented) The rare earth metal and hafnium triflate-catalyzed secondary benzylation and allylation of 1,3-diketones, ketoesters, and ketoamides are described. The procedure was carried out under non-anhydrous conditions. Various 1-phenylethyl cations were generated from substituted 1-phenylethanols using 0.5 mol % of the metal triflates in CH 3NO2. The cations reacted with 1,3-diketones and ketoesters to give benzylated products in high yields. Following the GC analysis, the reaction conditions were easily optimized by the selection of catalysts based on the Lewis acidity of the triflates and reaction temperature. A tertiary-alkylated diketone and a corresponding ketoester were also benzylated to afford products with a quaternary carbon atom in 57-84% yield. The ketoamide reactions required stronger Lewis acids than those used in the diketone and ketoester reactions. The reactions of benzylic alcohols possessing various substituents on the aromatic ring and dibenzoylmethane (2b) as a diketone were examined in the presence of Hf(OTf)4. Electron-rich benzylic alcohols reacted with 2b in 86-96% yield, and electron-deficient alcohol gave the desired product in 79-65% yield. Despite possessing a strong electron-withdrawing group, the reaction of 1-(4-nitrophenyl)ethanol gave the corresponding product in 61% yield. It was also possible to use allylic alcohols directly for the allylation of diketone 2b. The catalyst can be recovered by water extraction and reused up to five times.

C-ALKYLATION OF β-DIKETONES WITH BENZYLPYRIDINIUM SALTS. EVIDENCE FOR CHAIN RADICAL MECHANISMS

1-(p-Substituted benzyl)-2,4,6-triphenylpyridinium cations react with β-diketone anions by mechanisms which depend on the para-substituent.The p-methoxybenzyl derivative undergoes SN1 displacement yielding O- and C-benzylated products.The p-nitrobenzyl compound reacts by a chain radicaloid mechanism and gives high yields of C-p-nitrobenzylated diketones.The parent benzyl compound forms some C- and some O-benzylated products, together with bibenzyl, probably by a radical chain reaction which was suppressed by radical traps.