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Preparation and Thermolysis of N-Ammonioamidates Containing Hydroxyl Group in Acyl Moiety

The title ammonioamidates (aminimides) were prepared in satisfactory yields from lactones or alpha-hydroxy carboxylates.By the thermolysis of these aminimides in mesitylene, some types of urethane compounds were formed, depending on the structure of the aminimide and on the concentration of the solutions.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H796NO – PubChem

 

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Ireland-Claisen rearrangement of ynamides: Stereocontrolled synthesis of 2-amidodienes

The Ireland-Claisen rearrangement of propargyl ynamido ester substrates is reported. The expected allenamide carboxylic acid products from [3,3]-sigmatropic rearrangement are not isolated, with 2-amidodienes alternatively formed in good yield with high levels of stereocontrol after decarboxylation.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H605NO – PubChem

 

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Z-Selective hydroamidation of terminal alkynes with secondary amides and imides catalyzed by a Ru/Yb-system

A catalyst system formed in situ from bis(2-methallyl)cycloocta-1,5-diene- ruthenium(II) [(cod)Ru(met)2], 1,4-bis(dicyclohexylphosphino)butane (dcypb) and ytterbium(III) triflate hydrate (Yb(OTf)3) was found to catalyze the addition of nitrogen nucleophiles to terminal alkynes under mild conditions to stereoselectively form the Z-enamide or Z-enimide products. Various secondary amides and imides could be added across the triple bond of a range of aliphatic and aromatic alkynes. The new bimetallic catalyst system sets new standards with regard to scope and selectivity for the synthesis of Z-configured anti-Markovnikov enamides.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H380NO – PubChem

 

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Exploring the microbiota and metabolites of traditional rice beer varieties of Assam and their functionalities

Rice beer is traditionally prepared and consumed by various ethnic populations in the Southeast Asian countries. To understand the probable effects of rice beer on human health, present research was aimed to study biochemical parameters, microbial diversity and metabolites of major rice beer varieties of Assam, namely Apong (Poro and Nogin), Xaaj and Joubishi. Alcoholic content of rice beer varieties varied from 9.41 to 19.33% (v/v). Free radical scavenging activity against DPPH¡¤ and ABTS+ were 1.94?4.14 and 1.69?3.91?mg of ascorbic acid/ml of rice beer, respectively. In relation to antioxidant activities, phenolic content varied from 2.07 to 5.40?mg?gallic acid/ml of rice beer. Next-generation sequencing of 16S rDNA showed that 18 genera of bacteria were present irrespective of rice beer varieties in which lactic acid bacteria were the dominant group (90% abundance). Functional predictions based on the bacterial profiles indicated pathways, such as metabolisms of carbohydrate, amino acid, vitamins and cofactors, and xenobiotic biodegradation, to be active in the rice beer varieties. Out of 18 core bacterial genera, 7 had correlations with the predicted functions. Gas chromatography and mass spectroscopy-based metabolite analysis revealed that the metabolite profiles of the rice beer varieties consisted of 18 saccharides, 18 organic acids, 11 sugar alcohols, 8 amino acids, 1 vitamin and nutraceutical compounds thiocoumarine, carotene, oxazolidine-2-one and acetyl tyrosine. Due to the presence of potent prebiotics, probiotics and nutraceuticals, rice beer may have health benefits which need to be studied further.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H471NO – PubChem

 

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Perfluorinated rare earth metals catalyzed reactions of 5-methylene-2-oxazolidinone and 5-methylene-1,3-thiazolidine-2-thione with isocyanates

5-Methylene-2-oxazolidinone (1) and 5-methylene-1,3-thiazolidine-2-thione (2) can react effectively with various isocyanates to give the corresponding condensed urethanes in high yields in the presence of perfluorinated rare earth metal catalyst under mild conditions.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H982NO – PubChem

 

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Silver-catalyzed hydroamination of siloxy alkynes

(Chemical Equation Presented) New catalytic process: The silver-catalyzed hydroamination of siloxy alkynes with secondary amides furnishes silyl ketene aminals with high efficiency and excellent diastereoselectivity (see scheme), including some that are unavailable by conventional silylation methods. The reaction comprises a fast and reversible silver-alkyne complexation, followed by a rate-determining C-N bond-forming step.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1032NO – PubChem

 

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Asymmetric access to peptidyl beta3-aldehydes by coupling of N-phthalyl alpha-amino acids with a synthetic heterocyclic beta-amino aldehyde precursor

Asymmetric access to novel N-protected (di)peptidyl beta3- aldehydes (“beta3-PAs”) has been achieved through direct coupling of a chiral non-racemic 6-alkoxytetrahydrooxazinone with N-phthalyl L-alpha-amino acids. Kinetic resolution allows for the fruitful use of racemic amino acids in this process. Acidic hydrolysis of the diastereomerically pure, coupling products leads to the title N-phthalyl-beta3-PAs in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1178NO – PubChem

 

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Cu-catalyzed oxidative amidation of propiolic acids under air via decarboxylative coupling

Figure presented A Cu-catalyzed aerobic oxidative amidation of propiolic acids via decarboxylation under air has been developed. Only carbon dioxide is produced as byproduct in this approach. The use of air as oxidant makes this method more useful and easy to handle.

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Oxazolidine – Wikipedia,
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Oxidative amidation of activated alkenes using Pd(OAc)2 as a catalyst precursor

A new “chloride-free” protocol was developed for oxidative amidation reactions between cyclic and acyclic amides and carbamates with activated olefins, conducted under Pd/Cu catalysis, using air as a terminal oxidant. The presence of TsOH is important for catalytic activity. The scope of the reaction includes the addition of primary amides, carbamates, as well as cyclic oxazolidinone and pyrrolidinone. The reactions are found to be sensitive to steric demand of the N-nucleophile, and E-selectivity can be achieved exclusively with cyclic N-nucleophiles. The products can be easily hydrogenated to afford the saturated product in high yields.

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Oxazolidine – Wikipedia,
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Proteasome inhibitors: Dozens of molecules and still counting

The discovery of the proteasome in the late 80’s as the core protease of what will be then called the ubiquitin-proteasome system, rapidly followed by the development of specific inhibitors of this enzyme, opened up a new era in biology in the 90’s. Indeed, the first proteasome inhibitors were instrumental for understanding that the proteasome is a key actor in most, if not all, cellular processes. The recognition of the central role of this complex in intracellular proteolysis in turn fuelled an intense quest for novel compounds with both increased selectivity towards the proteasome and better bioavailability that could be used in fundamental research or in the clinic. To date, a plethora of molecules that target the proteasome have been identified or designed. The success of the proteasome inhibitor bortezomib (Velcade) as a new drug for the treatment of Multiple Myeloma, and the ongoing clinical trials to evaluate the effect of several other proteasome inhibitors in various human pathologies, illustrate the interest for human health of these compounds.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H477NO – PubChem