Category: 39495-82-4

Hendrickson, James B. published the artcileNuclear synthons: mesyltriflone as an olefin polyanion equivalent, Application In Synthesis of 39495-82-4, the main research area is synthon mesyltriflone; regiochem mesyltriflone alkylation; Ramberg Baecklund mesyltriflone elimination; stereochem mesyltriflone elimination.

The title compound, CF3SO2CH2SO2Me, is a nuclear synthon capable first of multiple constructions (e.g., alkylations), and then of Ramberg-Baecklund elimination (to give substituted alkenes). The alkylations are clean and regiospecific, often amenable to one-pot operation, and in most cases the elimination is smooth. A variety of examples establish the scope of the method; the mechanism and stereochem. are discussed.

Journal of the American Chemical Society published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Application In Synthesis of 39495-82-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Koster, Jesper M. published the artcileActivation of primary and secondary benzylic and tertiary alkyl (sp3)C-F bonds inside a self-assembled molecular container, Formula: C9H16O2, the main research area is activation primary secondary benzylic carbon fluorine bond mol container; acid catalysis; elimination; molecular capsules; supramolecular catalysis; supramolecular chemistry.

Alkyl fluorides are generally regarded as chem. inert. However, several literature examples describe the activation of alkyl (sp3)C-F bonds via strong Bronsted or Lewis acids under harsh conditions. We here report that catalytic amounts of the self-assembled resorcinarene capsule are able to activate alkyl (sp3)C-F bonds under mild conditions (40 °C, no strong Bronsted or Lewis acid present). Kinetic measurements display a sigmoidal reaction progress after an initial induction period. Control experiments indicate that the presence of the supramol. capsule is required for an efficient reaction acceleration.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Formula: C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Huang, Zhiliang published the artcileOxidative Cleavage of Alkenes by O2 with a Non-Heme Manganese Catalyst, Formula: C9H16O2, the main research area is alkene oxygen light manganese oxidation catalyst; ketone preparation.

The oxidative cleavage of C=C double bonds with mol. oxygen to produce carbonyl compounds is an important transformation in chem. and pharmaceutical synthesis. In nature, enzymes containing the first-row transition metals, particularly heme and non-heme iron-dependent enzymes, readily activate O2 and oxidatively cleave C=C bonds with exquisite precision under ambient conditions. The reaction remains challenging for synthetic chemists, however. There are only a small number of known synthetic metal catalysts that allow for the oxidative cleavage of alkenes at an atm. pressure of O2, with very few known to catalyze the cleavage of nonactivated alkenes. In this work, we describe a light-driven, Mn-catalyzed protocol for the selective oxidation of alkenes to carbonyls under 1 atm of O2. For the first time, aromatic as well as various nonactivated aliphatic alkenes could be oxidized to afford ketones and aldehydes under clean, mild conditions with a first row, biorelevant metal catalyst. Moreover, the protocol shows a very good functional group tolerance. Mechanistic investigation suggests that Mn-oxo species, including an asym., mixed-valent bis(μ-oxo)-Mn(III,IV) complex, are involved in the oxidation, and the solvent methanol participates in O2 activation that leads to the formation of the oxo species.

Journal of the American Chemical Society published new progress about Aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Formula: C9H16O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Comer, William T. published the artcileReaction of cyclopentanones with methylsulfinyl carbanion, Category: esters-buliding-blocks, the main research area is cyclopentanone methylsulfinylmethyl carbanion reaction; cyclopentenepentanoic acid derivative.

Methylsulfinylcarbanion (-CH2SOMe) reacts with cyclopentanone at room temperature to afford the unexpected δ-methylene-1-cyclopentene-1-pentanoic acid (I) in good yield. This reaction appears limited to cyclopentanones, with only low yields isolated from 2- and 3-methylcyclopentanones. Mechanistic considerations and some reactions of the dienoic acid are discussed.

Journal of Organic Chemistry published new progress about cyclopentanone methylsulfinylmethyl carbanion reaction; cyclopentenepentanoic acid derivative. 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Fernandez-Mateos, A. published the artcileRadical Cyclization of Epoxy Vinyl- and Allylsulfones Promoted by Titanocene Chloride, Name: Ethyl 5-methylhex-5-enoate, the main research area is radical cyclization epoxy vinyl allylsulfone titanocene.

A titanocene-mediated intramol. radical addition of different epoxy vinyl- and allylsulfones has been achieved. Five- and six-membered ring products were obtained in good to excellent yields in the presence of both 2.2 and 0.2 equiv of Cp2TiCl. A novel double-activation strategy allowed us to achieve small-size rings such as cyclobutanes and cyclopropanes.

Journal of Organic Chemistry published new progress about Radical cyclization. 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Name: Ethyl 5-methylhex-5-enoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ohlmann, Dominik M. published the artcileRegioselective Synthesis of β-Aryl- and β-Amino-Substituted Aliphatic Esters by Rhodium-Catalyzed Tandem Double-Bond Migration/Conjugate Addition, Recommanded Product: Ethyl 5-methylhex-5-enoate, the main research area is unsaturated ester rhodium phosphite catalyst isomerization conjugate addition; arylborate amine nucleophile conjugate addition unsaturated ester; ester aryl amino substituted derivative preparation.

Rhodium-phosphite catalysts were found to effectively mediate double-bond migrations within unsaturated esters. Once the double-bond is in conjugation with the carboxylate group, they also catalyze the Michael addition of carbon and nitrogen nucleophiles. In the presence of these catalysts, unsaturated carboxylates enter a dynamic equilibrium of positional and geometrical double-bond isomers. The conjugated species are continuously removed through 1,4-additions with formation of β-amino esters or β-arylated products, depending on the nucleophile employed. The applicability of both protocols to a range of substrates, such as fatty esters of different chain lengths and double-bond positions, and several nucleophiles including arylborates and primary and secondary amines, is demonstrated.

Chemistry – A European Journal published new progress about Aliphatic esters Role: SPN (Synthetic Preparation), PREP (Preparation) (β-aryl). 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Recommanded Product: Ethyl 5-methylhex-5-enoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lee, Changseok published the artcileγ-Selective C(sp3)-H amination via controlled migratory hydroamination, Category: esters-buliding-blocks, the main research area is alkenyl amide hydroamination regioselective nickel catalyst chelation assisted.

Abstract: Remote functionalization of alkenes via chain walking has generally been limited to C(sp3)-H bonds α and β to polar-functional units, while γ-C(sp3)-H functionalization through controlled alkene transposition is a longstanding challenge. Herein, authors describe NiH-catalyzed migratory formal hydroamination of alkenyl amides achieved via chelation-assisted control, whereby various amino groups are installed at the γ-position of aliphatic chains. By tuning olefin isomerization and migratory hydroamination through ligand and directing group optimization, γ-selective amination can be achieved via stabilization of a 6-membered nickellacycle by an 8-aminoquinoline directing group and subsequent interception by an aminating reagent. A range of amines can be installed at the γ-C(sp3)-H bond of unactivated alkenes with varying alkyl chain lengths, enabling late-stage access to value-added γ-aminated products. Moreover, by employing picolinamide-coupled alkene substrates, this approach is further extended to δ-selective amination. The chain-walking mechanism and pathway selectivity are investigated by exptl. and computational methods.

Nature Communications published new progress about Amination. 39495-82-4 belongs to class esters-buliding-blocks, name is Ethyl 5-methylhex-5-enoate, and the molecular formula is C9H16O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 39495-82-4, name is Ethyl 5-methylhex-5-enoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 5-methylhex-5-enoate

A 100-mL RBF with magnetic stirrer,was flame-dried under vacuum and back-filled with a nitrogen atmosphere, then chargedwith Ethyl 5-methyl-5-hexenoate (1.5 g, 9.60 mmol) and dry DCM (30 mL). The solutionwas cooled to -78 C before the dropwise addition of diisobutylaluminium hydride (10.37mL, 1.01 M in hexanes). The mixture was stirred at this temperature for 1 h, then excessDIBAL-H was quenched by the addition of 1.0 M HCl (aq) (10 mL). Dichloromethane(30 mL) was added and the solution was warmed to 23 C and the biphasic mixture wasseparated. The Organic layer was washed with 1.0 M HCl (aq) (15 mL), the aqueouslayers were combined and extracted with DCM (2 x 15 mL). All organic layers were combined and pushed through a plug of Celite, washing with DCM (2 x 10 mL). TheDCM solution containing 5-methylhex-5-enal was transferred to a 250-mL RBF,equipped with a magnetic stirrer and dried with MgSO4 before the addition of N,Ndimethylhydrazine(1.15 g, 19.2 mmol). This mixture was stirred for 4 h at 23 C, filtered,concentrated in vacuo and purified by vacuum transfer distillation (0.5 torr) to yield 1.22g of the title compound as a colorless oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Mickelsen, Ky; Zabawa, Sean; Livinghouse, Tom; Synlett; vol. 29; 2; (2018); p. 181 – 184;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics