124389-38-4

Upstream product

• 124272-70-4 lithium n-butyltriallylborate 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 762-72-1 allyl-trimethyl-silane 
• 598-55-0 methyl carbamate 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 96-09-3 styrene oxide 
• 67-56-1 methanol 
• 590-14-7 1-bromo-1-propene 
• 61077-65-4 1-phenylpent-4-en-2-ol 
• 74-88-4 methyl iodide 
• 122-78-1 phenylacetaldehyde 

Relevant academic research and scientific papers

Synthesis of homoallyl ethers via allylation of acetals in ionic liquids catalyzed by trimethylsilyl trifluoromethanesulfonate

(Matrix presented) The chemoselective allylation of acetals using allyltrimethylsilane in ionic liquids is catalyzed by TMS triflate (5.0-20.0 mol %). The reaction proceeds smoothly at room temperature to afford the corresponding homoallyl ether in good y

Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation

An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.

Hydroxyl-directed stereoselective diboration of alkenes

An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.

Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) lewis acid

InIOTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative SN1 mechanism is proposed in which a single InI center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic γ-selectivity of allylsilanes (Hosomi-Sakurai reaction), this InI-catalyzed borono variant displays distinct α-selectivity. Substrate scope and functional group tolerance proved to be excellent.

O-Benzenedisulfonimide as a reusable broonsted acid catalyst for hosomi-sakurai reactions

Various acetals or alcohols react with allyl(trimethyl)silane or 1-phenyl-2-(trimethylsilyl)acetylene in the presence of a catalytic amount of the Bronsted acid o-benzenedisulfonimide under mild conditions to give good yields of the corresponding products. The catalyst can be easily recovered and purified for use in further reactions, which has economic and ecological advantages. Georg Thieme Verlag Stuttgart.

Allyltin tribromide: A versatile reagent involved in the ring-opening of epoxides

This paper presents a versatile reagent for epoxide cleavage. The allyltin tribromide could act as a novel and easily prepared allylation reagent and halide atom donor to convert epoxides to the corresponding homoallyl alcohols and halohydrins in high yields with excellent regioselectivities under mild reaction conditions, respectively. It could also act as a Lewis acid to catalyze the ring opening reactions of epoxides with alcohols.

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

Efficient Br?nsted acid catalyzed Hosomi-Sakurai reaction of acetals

Acetals react with allyltrimethylsilane in the presence of a catalytic amount of sulfonic acids to give the corresponding homoallylic ethers in high yields. The scope of the reaction is broad and both aromatic as well as aliphatic acetals can readily be u

Allylation of acetals and ketals with allyltrimethylsilane catalyzed by the mixed Lewis acid system AlBr3/CuBr

The synthesis of homoallyl ethers from various acetals and a cyclic ketal with allyltrimethylsilane catalyzed by aluminum bromide in the presence of trimethylaluminum as a desiccant is described. We found that the addition of a catalytic amount of copper(

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.