35342-70-2

Upstream product

• 94417-53-5 (1-phenylethane-1,1-diyl)bis(methylselane) 
• 762-72-1 allyl-trimethyl-silane 
• 32747-57-2 3-methyl-3-phenyl-1,2,4-trioxolane 
• 98-86-2 acetophenone 
• 4316-35-2 acetophenone dimethyl acetal 
• 100-41-4 ethylbenzene 
• 106-95-6 allyl bromide 
• 18925-10-5 allylzinc bromide 
• 536-74-3 phenylacetylene 
• 6738-06-3 phenylethynylmagnesium bromide 

Relevant academic research and scientific papers

Bismuth triflate catalyzed allylation of acetals: A simple and mild method for synthesis of homoallyl ethers

The allylation of acetals using allyltrimethylsilane is efficiently catalyzed by bismuth triflate (1.0 mol%). The reaction proceeds smoothly at room temperature to afford the corresponding homoallyl ether in good yield. The mild reaction conditions, the l

Remarkable enhancement of Lewis acidity of chlorosilane by the combined use of indium(III) chloride

A combination of InCl3 and R3SiCl provided a strong Lewis acid catalyst for such reactions as allylation, hydrosilation and Friedel-Crafts alkylation. Especially, catalytic Sakurai-Hosomi-type allylation was accomplished with high yield and selectivity. The silicon atom is assumed to be the acidic center of the combined system, and the catalytic activity largely depends on the substituents on the silicon center.

General route from simple methyl, alkyl, and cycloalkyl arenes to polycyclic cyclopentenyl aryl derivatives. The CpFe+ group as an activator and tag

The CpFe+ group activates the perallylation of the benzylic groups of arenes using KOH and allylbromide under ambient conditions. This reaction can be followed by ruthenium-catalyzed RCM metathesis using Grubbs' catalyst at room temperature to give polycyclic aromatic derivatives in high yields, and these products are easily separated from the catalyst by extraction using ether. Alternatively, the RCM metathesis can be best carried out in ionic liquids at 80°C, and extraction using ether is then facile.

Selectivity in Lewis acid-mediated fragmentations of peroxides and ozonides: Application to the synthesis of alkenes, homoallyl ethers, and 1,2-dioxolanes

Fragmentation of dialkyl peroxides and ozonides is strongly influenced by the choice of Lewis acid. TiCl4 promotes C-O ionization (SN1 reaction) of tertiary peroxides while SnCl4 and BF3·OEt2 promote O-O heterolysis (Hock reaction). The cationic intermediates are trapped with allyltrimethylsilane to afford allylated alkanes and homoallyl ethers. In the absence of a nucleophile, ozonides (1,2,4-trioxolanes) invariably undergo O-O heterolysis. However, the combination of allyltrimethylsilane and SnCl4 results in formation of 1,2-dioxolanes via trapping of intermediates derived from SN1 ionization.

LEWIS ACID MEDIATED REACTION OF SELENOACETALS WITH ALLYLSILANES AND ALLYLSTANNANES: SYNTHESIS OF HOMOALLYLSELENIDES

Selenoacetals react with allyltrimethylsilane in the presence of tin tetrachloride to produce homoallyl selenides in moderate to good yields.Aliphatic acetals react less efficiently than do aromatic ones, especially when steric factors can play a signific

The reaction of allyltrimethylsilane with selenium-stabilized carbon electrophiles

Lewis acid activation of bis(methylseleno)alcanes makes them react with allylsilane to produce the corresponding homoallyl selenides in moderate to good yields, depending on the structure of the starting selenoacetals.