40600-05-3

Upstream product

• 100-52-7 benzaldehyde 
• 18379-62-9 dihexylboron chloride 
• 67-56-1 methanol 
• 942-92-7 caprophenone 
• 6249-80-5 1-phenylbut-3-en-1-one 

Downstream Products

• 17180-39-1 2-methyl-1-phenyl-hexan-1-one 
• 191488-28-5 2-methyl-1-hexenylbenzene 

Relevant academic research and scientific papers

Iridium-catalyzed synthesis of β-methylated secondary alcohols using methanol

A general synthesis of β-methylated secondary alcohols via tandem α-methylation/transfer hydrogenation from non-methylated ketones with methanol by a Cp*Ir complex [Cp*Ir(2,2′-bpyO)(OH)]Na with a bipyridine-based functional ligand was reported. Remarkably, β-methylated secondary alcohols can be obtained under milder reaction conditions using methanol as the methylating agent (C1 source) by employing this catalytic system. A wide range of structurally diverse ketones bearing different functional groups was methylated and hydrogenated with excellent toleration in fair to high yields. This method provides a readily available and highly efficient route to β-methylated secondary alcohols using methanol.

Palladium-catalyzed cyclization of 1,ω-dienols: Multiple ways to intramolecularly trap a carbocation

(Chemical Equation Presented) The tandem catalytic cyclization- rearrangement of 1,ω-dien-3-ols by palladium(II) produces different types of products, depending on the structure of starting material. The pinacol rearrangement, benzannulation, and oxy-Cope rearrangement are major pathways of transforming the putative σ-alkylpalladium carbocation. Turnover of the cyclization is achieved by β-hydride elimination and reoxidation of palladium with benzoquinone. The overall course of the reaction is very sensitive to small changes in the substrate structure.

Alkylation of aromatic aldehydes with boron halide derivatives

(matrix presented) Aryl aldehydes react with alkylboron chloride derivatives in the presence of base to generate the corresponding arylalkylmethanols in good yields. A variety of alkylboron chlorides can be utilized in the new alkylation reaction.