92234-01-0

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 100-52-7 benzaldehyde 
• 42052-51-7 3-hydroxy-1,3-diphenylpropan-1-one 
• 66324-10-5 tert-butyldimethyl(1-phenylvinyloxy)silane 
• 98-86-2 acetophenone 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 150081-96-2 tris(trimethylsilyl)silyl trifluoromethanesulfonate 
• 111061-31-5 1-phenoxy-1-trimethylsilyloxyethene 
• 532-27-4 1-chloroacetophenone 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 42052-51-7 3-hydroxy-1,3-diphenylpropan-1-one 
• 32831-01-9 3-chloro-3-phenylpropiophenone 
• 52306-31-7 3-Brom-1,3-diphenyl-1-propanon 
• 82959-04-4 5-benzoyl-2,4,6-triphenyl-1,3-dioxane 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 88704-60-3 5-Benzoyl-trans-2,trans-4,trans-6-triphenyl-1,3-dioxane 
• 5381-86-2 (1R,3S)-1,3-diphenylpropane-1,3-diol 
• 42052-51-7 (R)-3-hydroxy-1,3-diphenylpropane-1-one 

Relevant academic research and scientific papers

1,3-Addition of silyl enol ethers to nitrones catalyzed by mesoporous aluminosilicate

Mesoporous aluminosilicate (Al-MCM-41) was found to be an effective and reusable catalyst for 1,3-addition of silyl enol ethers to nitrones. The reaction proceeded under mild reaction conditions to afford the corresponding β-(siloxyamino)ketones in high y

Mukaiyama aldol reaction catalyzed by (benz)imidazolium-based halogen bond donors

A series of cationic monodentate and bidentate iodo(benz)imidazolium-based halogen bond (XB) donors were employed as catalysts in a Mukaiyama aldol reaction. While 5 mol% of a monodentate variant showed noticeable activity, asyn-preorganized bidentate XB

Organosilicon Reducing Reagents for Stereoselective Formations of Silyl Enol Ethers from α-Halo Carbonyl Compounds

Salt-free stereoselective synthesis of silyl enol ethers was achieved by treating α-halo carbonyl compounds with 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine. In this reaction, easily removable trimethylsilyl halides and 2,3,5,6-tetramethylpyrazine were generated as the reaction byproducts. Due to the inertness of the reaction byproducts, we found a one-pot transformation of the in situ generated silyl enol ethers into various α-functionalized carbonyls by reaction with Togni-II reagent or aldehydes.

Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds

A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed.

Mesoporous aluminosilicate-catalyzed Mukaiyama aldol reaction of aldehydes and acetals

A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both aldehydes and acetals with silyl enol ethers or ketene silyl acetals to give the corresponding aldol adducts in moderate to high yields. The remarkable high catalytic activity of Al-MCM-41 over amorphous silica-alumina and aluminum-free mesoporous silicate was observed in the reaction. The solid acid catalyst could be recovered easily by filtration and the recovered catalyst was reusable in the same reactions without a significant loss of catalytic activity.

Aerobic oxidative desymmetrization of meso-diols with bifunctional amidoiridium catalysts bearing chiral N-sulfonyldiamine ligands

Asymmetric aerobic oxidation of a range of meso- and prochiral diols with chiral bifunctional Ir catalysts is described. A high level of chiral discrimination ability of Cpa? -Ir complexes derived from (S,S)-1,2-diphenylethylenediamine was successfully demonstrated by desymmetrization of secondary benzylic diols such as cis-indan-1,3-diol and cis-1,4-diphenylbutane-1,4-diol, providing the corresponding (R)-hydroxyl ketones with excellent chemo- and enantioselectivities. Enantiotopic group discrimination in oxidation of symmetrical primary 1,4- and 1,5-diols gave rise to chiral lactones with moderate ees under similar aerobic conditions.

Chemoselective silyl transfer in the Mukaiyama aldol reaction promoted by super silyl Lewis acid

In the silyl Lewis acid-promoted Mukaiyama aldol reaction, the steric and electronic properties of the silyl group on the silyl Lewis acid influence the reaction mechanism and product distribution. When super silyl triflates such as (TMS)3SiOTf and (TES)3SiOTf are used as Lewis acids, the silyl group of the silyl enol ether chemoselectively transfers to the product. The mechanistic details have been investigated using density functional theory (DFT) calculations.

Cationic iridium complex is a new and efficient Lewis acid catalyst for aldol and Mannich reactions

A cationic iridium complex [Ir(cod)2]SbF6 was found to be a new and efficient Lewis acid catalyst for Mukaiyama aldol and Mannich reactions. Aldehydes react smoothly with silyl enol ethers to give β-siloxy ketones in the presence of 0.5 mol % of [Ir(cod)2]SbF6. The reaction of N-alkyl arylaldimines with ketene silyl acetals in the presence of 5 mol % [Ir(cod)2]SbF6/P(OPh)3 gave β-amino esters. After Mannich reaction was complete, stirring of the reaction mixture for 24 h led to cyclization to give β-lactam. The reaction of N-aryl benzaldimine with silyl enol ether derived from acetophenone gave a tetrahydroquinoline derivative as a single diastereomer.

The Mukaiyama aldol and Mukaiyama-Michael reactions promoted by commercially available molecular sieves

The Mukaiyama aldol reaction of silyl ketene acetals with aldehydes has been effected by using commercially available 4 molecular sieves (4 MS) as a promoter. Various silyl ketene acetals and silyl enol ethers have been shown to be effective nucleophiles

Lewis base-catalysed Mukaiyama-aldol reaction of trimethylsilyl enolates with aldehydes

An efficient Mukaiyama-type aldol reaction of three typical silyl enolates, such as 1-(trimethylsiloxy)-1-methoxy-2-methyl-2-propene, 1-phenyl-1- trimethylsilyloxyethene and 1, 2-bis(trimethylsiloxy)cyclobutene, with aryl aldehydes and a,β-unsaturated ald