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A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of beta-proline. The relative stereochemistry of the beta-proline can be controlled through use of different activating groups on the imine nitrogen.

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Oxazolidine – Wikipedia,
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A general synthesis of optically active gamma-butyrolactone autoregulators is developed by a two-step sequence to assemble 2,3-trans-disubstituted butyrolactones in high yields and enantioselectivities; the scope of this reaction was elaborated by setting up a library of alkyl-substituted butyrolactones and the synthesis of the autoregulators IM-2 and VB-D. The Royal Society of Chemistry.

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Oxazolidinones are synthetic antibiotics used for treatment of infections caused by Gram-positive bacteria. They target the bacterial protein synthesis machinery by binding to the peptidyl transferase centre (PTC) of the ribosome and interfering with the peptidyl transferase reaction. Cadazolid is the first member of quinoxolidinone antibiotics, which are characterized by combining the pharmacophores of oxazolidinones and fluoroquinolones, and it is evaluated for treatment of Clostridium difficile gastrointestinal infections that frequently occur in hospitalized patients. In vitro protein synthesis inhibition by cadazolid was shown in Escherichia coli and Staphylococcus aureus, including an isolate resistant against linezolid, the prototypical oxazolidinone antibiotic. To better understand the mechanism of inhibition, we determined a 3.0 A cryo-electron microscopy structure of cadazolid bound to the E. coli ribosome in complex with mRNA and initiator tRNA. Here we show that cadazolid binds with its oxazolidinone moiety in a binding pocket in close vicinity of the PTC as observed previously for linezolid, and that it extends its unique fluoroquinolone moiety towards the A-site of the PTC. In this position, the drug inhibits protein synthesis by interfering with the binding of tRNA to the A-site, suggesting that its chemical features also can enable the inhibition of linezolid-resistant strains.

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Alkylative carboxylation of ynamides with CO2 and dialkylzinc reagents using a N-heterocyclic carbene (NHC)-copper catalyst has been developed. A variety of ynamides, both cyclic and acyclic, undergo this transformation under mild conditions to afford the corresponding alpha,beta-unsaturated carboxylic acids, which contain the alpha,beta-dehydroamino acid skeleton. The present alkylative carboxylation formally consists of Cu-catalyzed carbozincation of ynamides with dialkylzinc reagents with the subsequent nucleophilic carboxylation of the resulting alkenylzinc species with CO2. Dialkylzinc reagents bearing a beta-hydrogen atom such as Et2Zn and Bu2Zn still afford the alkylated products despite the potential for beta-hydride elimination. This protocol would be a desirable method for the synthesis of highly substituted alpha,beta- dehydroamino acid derivatives due to its high regio- and stereoselectivity, simple one-pot procedure, and its use of CO2 as a starting material. CO2 incorporation with alkylation: Alkylative carboxylation of ynamides with CO2 and a dialkylzinc reagent has been achieved by using a N-heterocyclic carbene (NHC)-copper complex as the catalyst. The reactions proceeded by Cu-catalyzed carbozincation of ynamides with dialkylzinc reagents and the subsequent carboxylation of the resulting alkenylzinc species (see scheme).

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Compounds of formula (I), wherein A1, A2 and A3are each independently of the others a bond or a C1-C6alkylene bridge; A4 is a C1-C6alkylene bridge; Di s CH or N; W is, for example, O, NR7 or S; T is, for example, a bond, O, NH or NR7; Q is O, NR7, S, SO or SO2; Y is O, NR7, S, SO, or SO2; X1 and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 ar, for example, H, halogen, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl or C2-C6alkenyl; R4 is, for example, H, halogen, CN, nitro or C1-C6alkyl; R5 and R6 are, for example, H, CN, OH, C1-C6alkyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl, C1-C6 haloalky, C1-C6alkoxy or C1-C6haloalkoxy; R7 is H, C1-C6alkyl, C1-C6alkoxyalkyl or C1-C6alkylcarbonyl; k, when D is nitrogen, is 1, 2 or 3; or, when D is CH, is 1, 2, 3 or 4; and m is 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds or an agrochemically acceptable salt thereof, a process for the preparation of those compositions and their use, plant propagation material treated with those compositions, and a method of controlling pests.

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The reaction of nitrates (nitro esters) of amino alcohols with alkali metal hydrogen carbonates yielding oxazohdin-2-ones and tetrahydro-1,3-oxazin-2-ones was discovered. A large number of both known and newly synthesized nitrates of amino alcohols with various structures were involved in this reaction, and the optimum reaction conditions were found. New oxazolidin-2-ones and tetrahydro-1,3-oxazin-2-ones were synthesized. Two more transformations were found for a few examples. One of the reactions gives nitramino alcohols, whereas another reaction affords polymers.

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A highly efficient Bi(OTf)3-catalyzed multicomponent synthesis of amidomethylated arenes and heteroarenes from readily available starting materials has been developed. This reaction proceeds under mild conditions, has a broad substrate scope, and in addition water is generated as only side product. Georg Thieme Verlag Stuttgart, New York.

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The present invention provides compounds having a structure according to Formula (I): or a salt or solvate thereof, wherein ring A, U1, U2, U3, R2, R3 and R4 are defined herein. The invention further provides pharmaceutical compositions including the compounds of the invention and methods of making and using the compounds and compositions of the invention, e.g., in the treatment and prevention of various disorders, such as Parkinson¿s disease.

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A highly efficient iodine-catalyzed allylic alkylation of a wide variety of sulfonamides and carbamates with allylic alcohols is reported herein. The reaction is operationally straightforward and proceeds under very mild conditions at room temperature in good to excellent yields (up to 99%).

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As the completion of the third installment in the series of reviews of the literature on blocked isocyanates, Parts A and B of this review bring together the most important developments documented in over 1700 patents and publications that have been printed between 1980 and mid-2000. For references before 1980, see earlier reviews in this series [Prog. Org. Coat. 3 (1975) 73; Prog. Org. Coat. 9 (1981) 3]. The uses and applications of blocked isocyanates in coatings and non-coatings fields are reviewed. Part A: Mechanisms and Chemistry was published earlier in this journal [Prog. Org. Coat. 36 (1999) 148].

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Oxazolidine – Wikipedia,
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