• Title/Summary/Keyword: selective addition

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Selective Reduction by Lithium Bis- or Tris(dialkylamino)aluminum Hydrides. Ⅶ. Reaction of Lithium Tris(dihexylamino)aluminum Hydride with Selected Organic Compounds Containing Representative Functional Groups$^1$

  • Cha, Jin-Soon;Kwon, Oh-Oun;Lee, Jae-Cheol
    • Bulletin of the Korean Chemical Society
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    • v.14 no.6
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    • pp.743-749
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    • 1993
  • The approximate rates and stoichiometry of the reaction of excess lithium tris(dihexylamino)aluminum hydride(LTDHA) with selected organic compounds containing representative functional groups under the standardized conditions (tetrahydrofuran, 0$^{\circ}$C) were studied in order to define the reducing characteristics of the reagent for selective reductions. The reducing ability of LTDHA was also compared with those of the parent lithium aluminum hydride(LAH), lithium tris(diethylamino)aluminum hydride(LTDEA), and lithium tris(dibutylamino)aluminum hydride(LTDBA). In general, the reactivity toward organic functionalities is in order of $LAH{\gg}LTDEA{\geq}LTDBA>LTDHA$. LTDHA shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, epoxides, and tertiary amides readily. Anthraquinone is cleanly reduced to 9,10-dihydro-9,10-anthracenediol without hydrogen evolution, whereas p-benzoquinone in inert to LTDHA. In addition to that, disulfides are also readily reduced to thiols without hydrogen evolution. However, carboxylic acids, anhydrides, nitriles, and primary amides are reduced slowly. Especially, this reagent reduces aromatic nitriles to the corresponding aldehydes in good yields.

Formal Synthesis of Isocomene

  • Hyo Won Lee;Jae Hyun Lee;Ihl-Young Choi Lee
    • Bulletin of the Korean Chemical Society
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    • v.12 no.4
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    • pp.392-397
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    • 1991
  • A stereocontrolled synthesis of (${\pm}$)-isocomene (1) via selective monoketalization of tricyclo[6.3.0.$0^{1.5}$]undeca-4,7-dione(13) was reported. Grignard reaction of bicyclic enone 10, which was prepared from 2-methyl-1,3-cyclopentadione, gave the 1,4-addition product 11. The subsequent aldol condensation product 12 was converted to mesyl derivative 13. Transformation from 13 to the desired product 19 was achieved by a series of reactions, i.e., the selective monoketalization at C-4 carbonyl group, the elimination of a mesyl group, Birch alkylation, methylation at C-6, the reduction of carbonyl group, the dehydration of alcohol 18, and hydrolysis of the ketal group.

Selective Oxidation of Cyclohexane at Low Temperature by Fe-Pd Bicatalytic Systems: $FeCl_2$-Pd/alumina System and Pd/$Fe_2O_3$ System

  • 전기원;Lingaiah Nakka;김상범;이규완
    • Bulletin of the Korean Chemical Society
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    • v.18 no.12
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    • pp.1269-1273
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    • 1997
  • The system which employs iron, palladium, molecular oxygen and hydrogen as a model mono-oxygenase, has been investigated to develop a new method for selective cyclohexane oxidation uner mild conditions. This system provides much higher yield and selectivity for the formation of cyclohexanol and cyclohexanone compared to that of the existing industrial method. When the catalytic system, FeCl2-Pd/alumina, was employed, the oxidation system required acetone as a solvent to be efficient and acidifying the solvent by a little addition of acetic acid or HCl made the system more efficient. The Pd catalyst was recyclable without a significant deactivation but the recycling of ferrous chloride showed the decrease in the activity. On the other hand, the heterogeneous catalytic system, Pd/Fe2O3 could be recovered easily and reused after drying treatment.

Selective Reduction by Lithium Bis-or Tris(dialkylamino)-aluminum Hydrides. II. Reaction of Lithium Tris(dibutylamino)-aluminum Hydride with Selected Organic Compounds Containing Representative Functional Groups

  • Cha, Jin-Soon;Lee, Sung-Eun;Lee, Heung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.12 no.6
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    • pp.644-649
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    • 1991
  • The approximate rates and stoichiometry of the reaction of excess lithium tris(dibutylamino)aluminum hydride (LT-DBA) with selected organic compounds containing representative functional groups under standardized conditions (tetrahydrofuran, $0^{\circ}C$) were studied in order to characterize the reducing characteristics of the reagent for selective reductions. The reducing ability of LTDBA was also compared with those of the parent lithium aluminum hydride and the alkoxy derivatives. The reagent appears to be much milder than the parent reagent, but stronger than lithium tri-t-butoxyaluminohydride in reducing strength. LTDBA shows a unique reducing characteristics. Thus, the reagent reduces aldehydes, ketones, esters, acid chlorides, epoxides, and amides readily. In addition to that, ${\alpha},{\beta}$-unsaturated aldehyde is reduced to ${\alpha},{\beta}$-unsaturated alcohol. Quinones are reduced to the corresponding diols without evolution of hydrogen. Tertiary amides and aromatic nitriles are converted to aldehydes with a limiting amount of LTDBA. Finally, disulfides and sulfoxides are readily reduced to thiols and sulfides, respectively, without hydrogen evolution.

Neuronal Autophagy: Characteristic Features and Roles in Neuronal Pathophysiology

  • Valencia, McNeil;Kim, Sung Rae;Jang, Yeseul;Lee, Sung Hoon
    • Biomolecules & Therapeutics
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    • v.29 no.6
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    • pp.605-614
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    • 2021
  • Autophagy is an important degradative pathway that eliminates misfolded proteins and damaged organelles from cells. Autophagy is crucial for neuronal homeostasis and function. A lack of or deficiency in autophagy leads to the accumulation of protein aggregates, which are associated with several neurodegenerative diseases. Compared with non-neuronal cells, neurons exhibit rapid autophagic flux because damaged organelles or protein aggregates cannot be diluted in post-mitotic cells; because of this, these cells exhibit characteristic features of autophagy, such as compartment-specific autophagy, which depends on polarized structures and rapid autophagy flux. In addition, neurons exhibit compartment-specific autophagy, which depends on polarized structures. Neuronal autophagy may have additional physiological roles other than amino acid recycling. In this review, we focus on the characteristics and regulatory factors of neuronal autophagy. We also describe intracellular selective autophagy in neurons and its association with neurodegenerative diseases.

Apathy syndrome in a patient previously treated with selective serotonin reuptake inhibitors for depression

  • Kim, Hye-Geum;Koo, Bon-Hoon;Lee, Seung Woo;Cheon, Eun-Jin
    • Journal of Yeungnam Medical Science
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    • v.36 no.3
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    • pp.249-253
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    • 2019
  • There is considerable overlap in the clinical presentations of apathy and depression. However, differential diagnosis between apathy and other psychiatric conditions, including depression and dementia, is important. In this report, we present the case of a 67-year-old woman with a history of receiving selective serotonin reuptake inhibitor (SSRI) treatment for depression. Differential diagnosis between treatment-resistant depression and SSRI-induced apathy syndrome was required. The symptoms of her apathy syndrome were relieved after the discontinuation of SSRIs and the addition of olanzapine, methylphenidate, and modafinil. Furthermore, we briefly review related literature in this article.

Raction of Thexylbromoborane-Methyl Sulfide in Methylene Chloride with Selected Organic Compounds Containing Representative Functional Groups$^\dag$

  • Cha, Jin-Soon;Kim, Jin-Euog;Oh, Se-Yeon
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.313-318
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    • 1987
  • The approximate rate and stoichiometry of the reaction of excess Thexylbromoborane-methyl sulfide, $ThxBHBr{\cdot}SMe_2,$ with selected organic compounds containing representative functional groups under standardized conditions (methylene chloride, $0^{\circ}C)$ were studied in order to characterize the reducing characteristics of the reagent for selective reductions. The selectivity of the reagent was also compared to the selectivity of thexylchloroborane-methyl sulfide. Thexylbromoborane appears to be a much milder and hence more selective reducing agent than thexylchloroborane. The reagent tolerates many organic functionalities. Thus, the reagent shows very little reactivity or no reactivity toward acid chlorides, esters, epoxides, amides, nitro compounds including simple olefins. However, this reagent can reduce aldehydes, ketones, carboxylic acids, nitriles, and sulfoxides. Especially the reagent reduces carboxylic acids including ${\alpha},{\beta}$ -unsaturated ones and nitriles to the corresponding aldehydes. In addition to that, thexylbromoborane shows good stereoselectivity toward cyclic ketones, much better than the chloro-derivative.

Effects of Dially Sulfide on Thioacetamide-induced Hepatotoxicity

  • Hyun, Sun-Hee;Kim, Nam-Hee;Kim, Chun-Hwa;Lee, Sang-Kyu;Lee, Dong-Wook;Jeon, Tae-Won;Lee, Jae-Sung;Jeong, Tae-Cheon
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.185.2-185.2
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    • 2003
  • Effects of diallyl sulfide (DAS), a component of garlic, on thioacetamide-induced hepatotoxicity were investigated in male ICR mice. When mice treated subcutaneously with 100, 200 and 400 mg/kg of DAS in corn oil for three consecutive days, the activity of cytochrome P450 (P450) 2E1-selective p-nitrophenol hydroxylase was dose-dependently suppressed. In addition, the activities of P450 2B-selective benzyloxyresorufin O-debenzylase and pentoxyresorufin O-depentylase were dose-dependently induced by the treatment with DAS. (omitted)

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Selective Operating Preamplifier Circuit for Low Voltage Static Random Access Memory (저전압 에스램용 선별 동작 사전 증폭 회로)

  • Jeong, Hanwool
    • Journal of IKEEE
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    • v.25 no.2
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    • pp.309-314
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    • 2021
  • The proposed preamplifier for the static random access memory reduces the time required for the sense amplifier enable during the read operation by 55%, which leads to a significant speed up the total spped. This is attirbuted to the novel circuit techqniue that cancels out the transistor mismatch which is induced by the process variation. In addition, a selective enable circuit for preamplifier circuit is proposed, so the proposed preamplifier is enabled only when it is required. Accordingly the energy overhead is limited below 4.45%.

Selective Fluidization of Synaptosomal Plasma Membrane Vesicles by 17β-Estradiol

  • Lee, Sae A;Park, Yong Jin;Jang, Il Ho;Kang, Jung Sook
    • Biomedical Science Letters
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    • v.23 no.1
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    • pp.17-24
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    • 2017
  • Estrogens are effective neuroprotectants in vivo and in vitro. To obtain a better insight into the molecular mechanisms of action of neuroprotection by $17{\beta}-estradiol$ (E2), we examined the differential effects of E2 on the fluidity of synaptosomal plasma membrane vesicles (SPMV) isolated from rat cerebral cortex. Intramolecular excimerization of 1,3-di(1-pyrenyl)-propane (Py-3-Py) was used to investigate the effects of E2 on the bulk and annular lateral diffusion of the SPMV. In addition, we examined the effects of E2 on the rotational diffusion of individual leaflet of SPMV exploiting selective quenching of outer monolayer 1,6-diphenyl-1,3,5-hexatriene (DPH) fluorescence by trinitrophenyl groups. The $F{\ddot{o}}rster$ distance $R_0$ value for the tryptophan-Py-3-Py donor-acceptor pair was $26.9{\AA}$. E2 increased the lateral mobility of both bulk and annular lipids in SPMV in a dose-dependent manner, but a larger effect on bulk lipids was observed. Although E2 decreased the anisotropy of DPH in SPMV, E2 had a greater fluidizing effect on the outer leaflet compared to the inner leaflet. These results suggest that E2 selectively fluidizes the more fluid regions within SPMV. It is highly probable that E2 mostly fluidizes the bulk lipids, away from either annular lipids or lipid rafts, in the outer leaflet of SPMV. This selective fluidization may be one of the nongenomic mechanisms of neuroprotection by E2.