91970-87-5

Upstream product

• 96-32-2 bromoacetic acid methyl ester 
• 98-86-2 acetophenone 
• 5441-04-3 3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester 
• 96-34-4 methyl chloroacetate 
• 4519-10-2 trichloro<(1-methoxyethenyl)oxy>silane 
• 6294-89-9 hydrazinecarboxylic acid methyl ester 
• 98-83-9 isopropenylbenzene 
• 36850-80-3 [(1-methoxyvinyl)oxy]trimethylsilane 
• 79-20-9 acetic acid methyl ester 

Downstream Products

• 3461-39-0 3-phenyl-butyric acid methyl ester 
• 59356-92-2 5-Hydroxy-5-phenyl-hexan-3-one 
• 6072-57-7 3-methylindanone 
• 4593-90-2 3-phenylbutyric acid 
• 51552-98-8 3-phenylbutanoyl chloride 
• 3759-31-7 3-hydroxy-3-phenylbutanoic acid 

Relevant academic research and scientific papers

Synthesis of new bipyridine N,N′-dioxides and their application in asymmetric allylation of benzaldehyde and aldol addition to acetophenone

Abstract: Two methods for the synthesis of new axially chiral bipyridine N,N′-dioxides based on catalytic [2+2+2] cyclotrimerization of diynes with nitriles were developed. The N,N′-dioxides were used as catalysts in enantioselective allylation of benzaldehyde with allyltrichlorosilane and aldol reaction of trichlorosilyl ketene acetal of methyl acetate with acetophenone. Graphical abstract: [Figure not available: see fulltext.].

Hydroxy-Directed Amidation of Carboxylic Acid Esters Using a Tantalum Alkoxide Catalyst

We describe herein a new strategy for the chemoselective synthesis of amides by using a metal-catalyzed hydroxy-directed reaction. A hydroxy group located at the β-position of an ester group promoted the activation of a carbonyl group with a tantalum alkoxide catalyst followed by amidation reactions, leading to a wide variety of β-hydroxyamides with excellent chemeselectivity. The chemoselective amidation strategy can be extended to the catalytic synthesis of dipeptide derivatives, which remains challenging research subjects in modern organic synthesis.

Photoaddition reactions of acetylpyridines with silyl ketene acetals: SET vs [2 + 2]-cycloaddition pathways

Photoaddition reactions of silyl ketene acetals with 2-, 3- and 4-acetylpyridine have been explored. The results show that the acetylpyridines react with an electron rich, dimethyl-substituted silyl ketene acetal via a pathway in which excited state singl

Iron-catalyzed oxidative addition of alkoxycarbonyl radicals to alkenes with carbazates and air

Clean and simple: Alkoxycarbonyl radicals generated from carbazates by iron catalysis in air underwent addition to a variety of alkenes to give the corresponding β-hydroxyesters (see scheme). The simple experimental procedure for this transformation has the added advantage that the reagents are environmentally friendly. R1,R2=alkyl, alkynyl, aryl, CO2Et; [Fe(Pc)]=iron phthalocyanine. Copyright

Base-catalyzed dehydrogenative Si-o coupling of dihydrosilanes: Silylene protection of diols

The direct dehydrogenative coupling of 1,3- and 1,4-diols and dihydrosilanes is efficiently catalyzed by CsO(10 mol%), cleanly affording six- and seven-membered 1,3-dioxo-2-silacycles with dihydrogen as the sole by-product. Conversely, 1,2-diols do not yield the expected 1,3-dioxo-2- silacyclopentanes, essentially forming cyclic disiloxanes instead. Aside from the synthetic convenience, the procedure itself is also useful for straight-forward diol derivatization prior to GLC analysis. Georg Thieme Verlag Stuttgart · New York.

Ni-catalyzed activation of α-chloroesters: a simple method for the synthesis of α-arylesters and β-hydroxyesters

Coupling reactions of α-chloroesters with aryl halides (α-arylation) or carbonyl compounds (Reformatsky) using nickel catalyst allow, under mild conditions, the preparation of various functionalized aryl propionic acid derivatives or β-hydroxyesters. In the synthesis of aryl propionic acid derivatives, the process is efficient with aryl halides bearing either electron-withdrawing or electron-donating groups.

Iron-catalysed Reformatsky-type reactions

A Reformatsky-type reaction has been developed using iron catalysis in acetonitrile or DMF. Reduction of iron(II) bromide by manganese metal in acetonitrile provides a low-valent iron catalyst, which is the active species; under these conditions, α-chloro

Lewis base catalyzed, enantioselective aldol addition of methyl trichlorosilyl ketene acetal to ketones

The catalytic enantioselective addition of an acetate enolate equivalent to ketones is described. Methyl trichlorosilyl ketene acetal reacts with a wide range of ketones in the presence of pyridine N-oxide to afford the aldol addition products in excellen

Some uses of mischmetall in organic synthesis

Mischmetall, an alloy of the light lanthanides, has been used in a variety of organic reactions, either as a coreductant in samarium(II)-mediated reactions (Barbier and Grignard-type reactions, pinacolic coupling reactions) or as the promoter of Reformatsky-type reactions. It has been also employed as the starting material for easy syntheses of lanthanide trihalides, the reactivity of which has been explored in Imamoto and Luche-Fukuzawa reactions and in Mukaiyama aldol reactions.

Iron-mediated electrochemical reaction of α-chloroesters with carbonyl compounds

(Matrix presented) Reformatsky-type reactions have been performed efficiently using an electroassisted iron-complex catalysis. Valuable product such as β-hydroxyesters, ketones or nitriles are thus prepared with high yields.