134679-60-0

Upstream product

• 38300-67-3 1,3,4-Tribromobutane 
• 3240-29-7 1-Phenylpent-4-en-1-one 
• 33574-02-6 cyclopropylmethyl iodide 
• 100-52-7 benzaldehyde 
• 96-09-3 styrene oxide 
• 7393-43-3 tetraallyl tin 
• 55666-17-6 (1E)-1,4-pentadienylbenzene 
• 5162-44-7 1-bromo-4-butene 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 7103-09-5 4-but-1-enylmagnesium bromide 
• 182194-90-7 1-(1-Phenyl-pent-4-enyloxy)-1H-pyridine-2-thione 
• 106-99-0 buta-1,3-diene 
• 24850-33-7 allyltributylstanane 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 22927-17-9 4-hydroxy-4-phenyl-butyraldehyde 
• 3240-29-7 1-Phenylpent-4-en-1-one 
• 1011-61-6 1-phenylpentane-1,5-diol 
• 4457-59-4 (2R*,5S*)-2-methyl-5-phenyltetrahydrofuran 
• 16014-91-8 trans-2-(hydroxymethyl)-5-phenyltetrahydrofuran 
• 36842-33-8 2-iodomethyl-5-phenyltetrahydrofuran 
• 144222-54-8 dichloroacetic acid 1-phenyl-pent-4-enyl ester 
• 157668-05-8 (1-bromo-pent-4-enyl)-benzene 
• 182195-14-8 5-chloro-5-phenyl-1-pentene 
• 200192-52-5 Allyl-dimethyl-(1-phenyl-pent-4-enyloxy)-silane 
• 351422-26-9 C₁₄H₁₉NOS₂ 
• 1033823-68-5 2-((1-phenylpent-4-en-1-yl)oxy)isoindoline-1,3-dione 

Relevant academic research and scientific papers

Catalytic asymmetric mercuriocyclization of γ-hydroxy-cis-alkenes

2-Monosubstituted tetrahydrofurans 2 are obtained with 73-95% ee through the catalytic enantioselective mercuriocyclization of Y-hydroxy-(Z)-alkenes 1 by using Hg(OAc)2 in the presence of HgII complexed with tartrate-derived 4-(2-nap

Nickel-catalyzed remote hydrosilylation of unconjugated enones with bulky triphenylsilane

Herein we describe a nickel-catalyzed remote hydrosilylation of unconjugated enones with bulky triphenylsilane. A range ofZ-silyl enol ethers are obtained as major isomers due to the process of nickel triggered alkene isomerization. Notably, some specific

Highly Enantioselective Construction of Dihydrooxazines via Pd-Catalyzed Asymmetric Carboetherification

A straightforward synthesis of highly enantioenriched 5,6-dihydro-4H-1,2-oxazines is realized by Pd-catalyzed asymmetric carboetherification of γ,δ-alkenyl oximes with (hetero)aryl and alkenyl halides in the presence of a commercially available bisphosphine ligand. The enantioenriched products can be facilely converted to functionalized alcohols with high fidelity of chiral transfer.

Nickel-Catalyzed Hydroarylation of in Situ Generated 1,3-Dienes with Arylboronic Acids Using a Secondary Homoallyl Carbonate as a Surrogate for the 1,3-Diene and Hydride Source

The nickel-catalyzed hydroarylation of 1,3-dienes with arylboronic acids using a secondary homoallyl carbonate as a surrogate for the 1,3-diene and hydride source has been developed. The synthetic strategy allowed an efficient access to a wide array of hydroarylation products in high yields with high functional group compatibility without the use of an external hydride source. Mechanistic experiments indicated that the alkene-directed oxidative addition and subsequent β-hydride elimination would be a critical process in this transformation.

METHOD FOR SYNTHESIZING OPTICALLY ACTIVE SUBSTITUTED TETRAHYDROFURAN DERIVATIVE

PROBLEM TO BE SOLVED: To provide a synthesis method for achieving asymmetric synthesis of substituted tetrahydrofuran derivative, especially 2-substituted-5-substituted methyltetrahydrofuran derivative. SOLUTION: Provided are a method, in which an optically active substituted tetrahydrofuran derivative is synthesized from optically active alcohol in accordance with bromoetherification reaction by oxygen oxidation of bromide ion; and a method, in which, characterized, an optically active alcohol is synthesized by performing an enantioselective hydrogen transfer type reaction using an optically active ruthenium-catalyst from butenyl ketone. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Copper-Catalyzed Cope-Type Hydroamination of Nonactivated Olefins toward Cyclic Nitrones: Scope, Mechanism, and Enantioselective Process Development

The catalytic synthesis of cyclic nitrones, an important type of functional molecules for both synthetic chemistry and related fields, remains underdeveloped. Herein we report the copper-catalyzed Cope-type hydroamination of oximes with pendant nonactivated olefins, which enables facile access to a series of five- and six-membered cyclic nitrones under mild conditions. In this study, heterocycle-tethered oximes were employed in the Cope-type hydroamination reaction for the first time. High enantioselectivity was achieved for carbon-tethered γ,δ-vinyl oximes to afford enantioenriched five-membered cyclic nitrones. The results of preliminary mechanistic studies indicate a mononuclear catalytic species and a unified catalytic pathway over a large temperature range.

Bromoetherification of Alkenyl Alcohols by Aerobic Oxidation of Bromide: Asymmetric Synthesis of 2-Bromomethyl 5-Substituted Tetrahydrofurans

An asymmetric synthesis of 2-bromomethyl-5-substituted tetrahydrofurans via a chiral-ruthenium-catalyzed transfer hydrogenation of 3-butenyl ketones and bromoetherification of chiral pentenyl alcohols was developed. The inhibition of some side reactions furnished the desired products in high yields with high enantioselectivities. In addition, chiral pentenyl alcohols bearing electron-donating groups triggered substrate racemization in the aerobic bromoetherification.

Cobalt-Catalyzed Stereoselective Synthesis of 2,5- trans-THF Nitrile Derivatives as a Platform for Diversification: Development and Mechanistic Studies

A straightforward protocol integrating a sustainable approach for the synthesis of new 2,5-trans-THF nitrile derivatives enabling an easy diversification of its side chain scaffolds is described. The reaction tolerated different aromatic and alkyl substit

Design, synthesis, and evaluation of a novel series of macrocyclic inhibitors of norovirus 3CL protease

Norovirus infections have a major impact on public health worldwide, yet there is a current dearth of norovirus-specific therapeutics and prophylactics. This report describes the discovery of a novel class of macrocyclic inhibitors of norovirus 3C-like pr

Visible-light-induced thiotrifluoromethylation of terminal alkenes with sodium triflinate and benzenesulfonothioates

An unconventional reductive quenching cycle was developed to realize the visible-light-induced thiotrifluoromethylation of terminal alkenes. CF3SO2Na was used as an easy to handle CF3 radical source to afford the desired products in moderate to good yields. Mild reaction conditions and a broad substrate scope feature in this transformation.