Can You Really Do Chemisty Experiments About Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Synthesis of N-(tert-butoxycarbonyl)-N,O-isopropylidene serinal from serine methyl ester by a reduction-oxidation sequence

The title aldehyde is prepared by LiAlH4 reduction of the corresponding serine derived methyl ester to the alcohol and Swern oxidation of the latter. The aldehyde is obtained in 94 % yield and 96-98 % enantiomeric purity. This method avoids some problems encountered in the synthesis of the same aldehyde by direct controlled DIBAL reduction of the ester.

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Diastereoselective [2,3]-Sigmatropic Rearrangement of N-Allyl Ammonium Ylides

A rapid and diastereoselective method was developed for the [2,3]-sigmatropic rearrangement of N-Allyl ammonium ylides, affording products in up to 95% isolated yields and up to 97:3 dr; most of the desired products were formed within 1 minute. For the asymmetric reaction, a chiral auxiliary was introduced to the starting compound, affording the rearrangement product with high diastereoselectivities.

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Extracurricular laboratory:new discovery of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Design and optimization of new phosphine oxazoline ligands via high- throughput catalyst screening

This paper uses the phosphine oxazoline ligands 1 and an allylation transformation (reaction 1) to illustrate the value of divergent ligand syntheses and high-throughput screening in catalyst discovery and optimization. Thus, a diverse set of ligands 1 (Table 1) was prepared via a divergent synthesis involving the pivotal intermediate, phosphine-substituted amino alcohol 7 (Scheme 1). Single-crystal X-my crystallographic data was obtained for a nickel complex 8 (Figure 3) of the phenyl-substituted ligand 1i. This analysis illustrated some structural features of the ligand systems 1 that may be conducive to asymmetric catalysis. High-throughput screens were then used to correlate the ligand 1 R-substituents with asymmetric induction in the allylation reaction 1, and it emerged that the pseudo-spherical adamantyl substituent was superior to other R-substituents. Other parameters in the catalyst systems were also varied, sometimes in ‘two-dimensional’ screens. No pronounced solvent effects were identified. Abstraction of chloride was shown to be detrimental, whereas addition of chloride provided no advantages. One of the most critical of all the variables probed was, rather surprisingly, the effect of ligand-to-metal ratio; enantioselectivities dropped sharply and eventually reversed when this ratio was increased above 1:1. These observations were rationalized in terms of a chelated complex A and a nonchelated one B (Scheme 3). The implications of these results for high-throughput screening of catalyst systems in general, and for ligands 1 in particular, are discussed.

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Hexahydro-trans- and tetrahydropyridoindole neuroleptic agents

Derivatives of 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]-indole and of (+)enantiomeric, mixtures of (+) and (-)enantiomeric or (¡À)racemic 2,3,4,4a,5,9b-hexahydro-4a,9b-trans-1H-pyrido[4,3-b]indole, substituted at the 5-position with an aryl group and at the 2-position with a carbonylaminoalkyl group or an aminoalkyl group, are neuroleptic agents useful in the treatment of certain psychoses and neuroses.

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Awesome Chemistry Experiments For (R)-4-Benzyl-2-oxazolidinone

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Synthetic studies on lytophilippine A: Synthesis of the proposed structure

Chemical equations presented. Synthesis of the proposed structure of lytophilippine A was accomplished employing SmI2-mediated 5-exo cyclization of an aldehydo beta-alkoxyvinyl sulfoxide and ring-closing metathesis reaction.

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Properties and Exciting Facts About Oxazolidin-2-one

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ASPARTYL PROTEASE INHIBITORS

A compound of formula (I): N-oxides, addition salts, quaternary amines metal complexes stereochemically isomeric forms and metabolites thereof, wherein A is CR1 or N; D is H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl or Q is C2-C6alkenyl, C2-Cealkynyl, aryl or heterocyclyl; W is H, Ci-Cealkyl, C2-C6alkenyl, haloC1-C3alkyl, hydroxyC1-C3alkyl, C3-C6Cy cloalkyl, aryl or heterocyclyl; one of X’ and X” is H or CH3, the other is C1-C3alkyl, F, OH, NRaRb, CF3 or N3; or X’ and X” are both F; Y is a bond, CH2, NRa, O, CH2CH2, CH2NRa, CH2O or S(=O)r; Z is O, S(=O)r or NRa; the other variables are as defined in the specification. The compounds of the invention are inhibitors of BACE and are among other things useful for the treatment and/or prevention of conditions associated with BACE activity such as Alzheimer’s disease.

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A novel way to chiral 2-oxazolidinones: selenium-catalyzed cyclocarbonylation of 2-aminoethanols

Selenium-catalyzed cyclocarbonylation of 2-aminoethanols with CO under atmospheric pressure at 30 C afforded 2-oxazolidinones in excellent yields without any other co-catalyst. The method was then applied to the syntheses of chiral 2-oxazolidinones and no racemization was detected.

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Synthesis of a Triphenylphosphine Reagent on Non-cross-linked Polystyrene Support: Application to the Staudinger/Aza-Wittig Reaction

formula presented A new triphenylphosphine reagent linked to a linear polystyrene was synthesized. The reactivity of this phosphine-bound polymer is superior to that of the phosphine bound to cross-linked polystyrene. The polymer reacted very rapidly with azides to generate iminophosphoranes which could then react with aldehydes to generate imines in good yields and high purities.

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Some scientific research about 184346-45-0

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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, 184346-45-0, name is (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one, introducing its new discovery. name: (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one

Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Asymmetric C(sp2)-H Borylation of Diarylmethylamines

Optically active organoboronic acids and their derivatives are an important family of target compounds in organic chemistry, catalysis, and medicinal chemistry. Yet there are rare asymmetric catalytic examples reported for the synthesis of these compounds via atom and step economic ways. Herein, we report a chelate-directed iridium-catalyzed asymmetric C(sp2)-H borylation of aromatic C-H bonds directed by free amine groups. The success of these transformations relies on a novel family of chiral bidentate boryl ligands (L). They can be synthesized straightforwardly in three steps starting from readily available (S,S)-1,2-diphenyl-1,2-ethanediamie ((S,S)-DPEN). The Ir-catalyzed C(sp2)-H borylation comprises two parts. The first part is desymmetrization of prochiral diarylmethylamines. In the presence of L3/Ir, a vast array of corresponding borylated products were obtained with high regioselectivity and good to excellent enantioselectivities (26 examples, up to 96% ee). The second part, kinetic resolution of racemic diarylmethylamines, was also conducted. Good selectivity values (up to 68%, 11 examples) were obtained when L8 was used. We also demonstrated the synthetic utility of the current method on gram-scale reaction for several transformations. The C-B bonds of borylated products could be converted to a variety of functionalities including C-O, C-C, C-C, C-Br, and C-P bonds. Finally, we performed DFT calculations of desymmetrization to understand its reaction pathways.

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Oxidative degradation of amines using a closed batch system

Oxidative degradation experiments on five amines and two amino acids were performed in a new closed setup at atmospheric pressure. For most of the amines/amino acids significant degradation was not present under these conditions, except for MEA and MMEA. The degradation compounds found seem to follow the same patterns as described in literature. Volatile compounds as ammonia and alkylamine play an important role in understanding the initial degradation mechanisms. For MMEA, methylamine and ammonia were found in the same order of magnitude. Oxygen stochiometry of the degradation compounds could not be explained by initial air in the system. Oxygen in some of the degradation compounds could come from oxygen diffusing into the system as seen from proposed model and/or water reacting with iminium giving aldehyde and amine/ammonia. Temperature and dissolved metal seemed to influence oxygen and degradation rate for the MEA experiments.

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