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An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp3)-H bonds through radical 1,5-hydrogen abstraction. The gamma-bromoamides formed are subsequently converted to gamma-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp3-hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of gamma-lactones into complex carbon frameworks.

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Tetrahydrofuran – Wikipedia,
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An efficient procedure for the preparation of furanone 3 from commercially available starting material lactone 1, is reported.

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The condensation of cyclopentadienecarboxylic acid ester with aldehydes produces ester-substituted fulvenes regioselectively.The products undergo both intermolecular and intramolecular <6+2> cycloadditions to give the synthetically useful linearly fused tricyclopentanoids.A formal synthesis of Delta9(12)-capnellene is reported.

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A highly modular and stereoselective synthesis of tetrasubstituted helical alkenes is accomplished by a Pd-catalyzed norbornene-mediated domino reaction. This protocol features the rapid assembly of four C-C bonds via sequential C-H activations and carbopalladations along with efficient access to enantiopure bromoalkyl aryl alkyne precursors using homologative alkynylation as the key transformation. Three distinct elements of stereoselectivity were observed in the preparation of the chiral helical alkenes: retention of stereochemistry of the substrates, induced helical diastereoselectivity in the alkene formation, and the exclusive exo-facial selectivity of the norbornene incorporation.

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 1679-47-6, name is 3-Methyldihydrofuran-2(3H)-one, introducing its new discovery. category: Tetrahydrofurans

High-yield synthetic ways are recommended for the title lactones 1.The coupling of two 2-alkyl-4-butanolides is possible in an inter-(1b, c) or intramolecular fashion (4c) to give spiro<4.4>acetals 8 or 9, respectively, in the absence of hindering substituents.Symmetrically substituted bis(1-alkylcyclopropyl)ketones 12 and 13 may be prepared by acidic cleavage of those spiro<4.4>acetals lacking 2,7-substituents.

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A new type of readily available, air-stable ruthenium complex of tetradentate bipyridine ligands has been developed. These complexes displayed exceptional efficiency for the hydrogenation of aromatic and aliphatic carboxylic esters and lactones at as low as 10 ppm catalyst loading under very mild conditions. the Partner Organisations 2014.

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A series of gamma-butyrolactones and gamma-thiobutyrolactones possessing a variety of alkyl groups and alkyl-substitution patterns was prepared and evaluated for anticonvulsant and convulsant activity. Behavioral studies performed on these compounds suggest that maximal anticonvulsant activity (against maximal electroshock and pentylenetetrazol) results when three or four carbon atoms are present at the alpha-position. For convulsant potency, a similar dependence on the size of the alkyl chain at the beta-position was observed. Additional gamma-dimethyl groups were found to increase the convulsant potency of a beta-substituted compound and to cause an an alpha-substituted anticonvulsant to become a convulsant. In general, sulfur for oxygen heteroatom substitution in the alpha-substituted lactones resulted in improved anticonvulsant potency and spectrum of activity. Binding of these compounds to the picrotoxin site of the GABA receptor complex was demonstrated with a [35S]-tert-butylbicyclophosphorothionate radioligand binding assay. Measurements of brain concentrations for selected compounds supports a hypothesis that correlates binding to the picrotoxin site with the pharmacological effects of these compounds.

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An efficient method for the coupling of N-alkylamines with silicon enolates to generate beta-amino carbonyl compounds is disclosed. These reactions proceed by activation of alpha-amino C-H bonds by B(C6F5)3, which likely generates a “frustrated” acid/base complex in the presence of large N-alkylamines. The transformation requires no external oxidant and releases hydrosilane as a byproduct. The utility of this method is demonstrated in the late-stage functionalization of bioactive molecules such as citalopram, atomoxetine, and fluoxetine.

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This Letter describes a versatile synthetic approach to prepare physovenine and physostigmine analogs. A series of analogs were synthesized and evaluated for cholinesterase inhibition activities, including human acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) from human serum.

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Bis[4-(trimethylsilyl)phenyl]diselenide (3) and bis[4-(trimethylsilyl) phenyl]disulfide (31) are found to be odorless equivalents of the commonly used diphenyl diselenide and diphenyl disulfide, respectively. The diselenide 3 is shown to be useful in the preparation of odorless selenium(II) chloride 26 and selenium(IV) trichloride 28 that follow similar reactivity patterns to their phenyl derivatives and can be stored refrigerated under dry conditions. The corresponding selenium(II) bromide had to be prepared fresh from 3 before use. It is also shown that the trimethylsilyl group in the sulfide products can be protodesilylated quantitatively using TFA. Georg Thieme Verlag Stuttgart.

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Tetrahydrofuran – Wikipedia,
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