125310-48-7

Upstream product

• 3395-81-1 4-chlorobenzaldehyde dimethyl acetal 
• 106-95-6 allyl bromide 
• 762-72-1 allyl-trimethyl-silane 
• 67-56-1 methanol 
• 32507-43-0 (E)/(Z)-1-(buta-1,3-dien-1-yl)-4-chlorobenzene 
• 14506-33-3 1-(4-chlorophenyl)but-3-en-1-ol 
• 74-88-4 methyl iodide 
• 104-88-1 4-chlorobenzaldehyde 
• 2622-05-1 allylmagnesium bromide 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 149-73-5 trimethyl orthoformate 
• 1825-61-2 Trimethylmethoxysilane 

Downstream Products

• 865776-86-9 3-(4-chlorophenyl)-3-methoxypropanal 
• 1210067-13-2 (E)-4-(4-chlorophenyl)-4-methoxybut-2-enyl pivalate 
• 865776-95-0 2-amino-5-[2-(4-chloro-phenyl)-2-methoxy-ethyl]-thiazole-4-carboxylic acid methyl ester 
• 865777-04-4 5-[2-(4-chloro-phenyl)-2-methoxy-ethyl]-thiazole-4-carboxylic acid methyl ester 
• 865777-13-5 5-[2-(4-chloro-phenyl)-2-methoxy-ethyl]-thiazole-4-carboxylic acid 

Relevant academic research and scientific papers

Microwave-assisted allylation of acetals with allyltrimethylsilane in the presence of CuBr

We describe the first synthesis of homoallyl ethers from acetals and allyltrimethylsilane using microwave heating and CuBr as a promoter. This method works best for aromatic acetals, giving the corresponding homoallyl ethers in good to quantitative yield.

Trimethylsilyl trifluoromethanesulfonate catalyzed one-pot method for the conversion of aldehydes to homoallyl ethers in an ionic liquid

A mild method for the trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed one-pot synthesis of homoallyl ethers from aldehydes has been developed in the ionic liquid 1-butyl-3-methylimidazolium trifluoromethanesulfonate ([bmim] [OTf]). The advanta

Catalytic Use of Elemental Gallium for Carbon-Carbon Bond Formation

The first catalytic use of Ga(0) in organic synthesis has been developed by using a Ag(I) cocatalyst, crownether ligation, and ultrasonic activation. Ga(I)-catalyzed C-C bond formations between allyl or allenyl boronic esters and acetals, ketals, or aminals have proceeded in high yields with essentially complete regio- and chemoselectivity. NMR spectroscopic analyses have revealed novel transient Ga(I) catalytic species, formed in situ through partial oxidation of Ga(0) and B-Ga transmetalation, respectively. The possibility of asymmetric Ga(I) catalysis has been demonstrated.

Highly efficient triphenyl(3-sulfopropyl)phosphonium functionalized phosphotungstic acid on silica as a solid acid catalyst for selective mono-allylation of acetals

Silica supported phosphotungstic acid functionalized with triphenyl(3-sulfopropyl)phosphonium (PW-Si/TPSP) was developed as a solid acid catalyst for C-C bond formation via Hosomi-Sakurai allylation of acetals. Functionalization of PW as well as its bindi

Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals

A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity.

Palladium-catalyzed allylic acyloxylation of terminal alkenes in the presence of a base

"Chemical Equation Presentation" The efficiency and the selectivity of the Pd-catalyzed oxidation, in carboxylic acids, of terminal alkenes are strongly improved in the presence of a base. The methodology is particularly well adapted for the oxidation of homoallylic alcohols, for which the resulting acyloxylated products are obtained selectively as E-isomers in fair to good yields. 2010 American Chemical Society.

Mesoporous aluminosilicate-catalyzed Sakurai allylation and Mukaiyama aldol reaction of acetals

In the presence of a catalytic amount of mesoporous aluminosilicate (Al-MCM-41), both allyltrimethylsilane and silyl enol ether reacted with various acetals under mild reaction conditions to afford the corresponding homoallyl ethers and β-alkoxy ketones,

Unexpected Lewis acid mediated reactions of 1-arylbut-3-en-1-ols with trimethyl orthoformate - A new synthesis of homoallyl ethers and chlorides

1-Arylbut-3-en-1-ols react with trimethyl orthoformate in the presence of Lewis acids like InCl3, BiCl3, TiCl4, or BF3·OEt2 providing homoallyl ethers or homoallyl chlorides in high yields. Georg Thieme Verlag Stuttgart.

Iron(III) p-toluenesulfonate catalyzed synthesis of homoallyl ethers from acetals and aldehydes

Iron(III) p-toluenesulfonate, Fe(OTs)3·6H2O, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot

Identification of potent type I MetAPs inhibitors by simple bioisosteric replacement. Part 2: SAR studies of 5-heteroalkyl substituted TCAT derivatives

Systematic SAR studies on the thiazole ring 5-substituent of TCAT derivatives revealed that the introduction of a β-alkoxy or an amino group enhanced the inhibitory activity significantly. The present compounds are representative of specific Co(II)-MetAP1 inhibitors. Before the physiologically relevant metal ions for MetAPs are established, these small molecular compounds could be used as tools for detailed biological studies.