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Jin Soon Cha, Seung Jin Park 조선대학교 기초과학연구원 2009 조선자연과학논문집 Vol.2 No.3
The new MPV-type reagent, Al-fluorodiisobutylalane (DIBAF), has been prepared and their reducing characteristics in the reduction of selected organic compounds containing representative functional groups have been examined in order to find out a new reducing system with unique applicability in organic synthesis. In general, the reagent is extremely mild, showing only reactivity toward aldehydes, ketones, and epoxides. The reagent achives a clean 1,2-reduction of enals to the corresponding allylic alcohols in a 100% purity, but shows no reactivity toward enones. The reagent also shows an excellent regioselective cleavage of substituted epoxides. In addition, DIBAF produces the thermodynamically more stable alcohol epimer in high stereoselectivity in the reduction of cyclic ketones
Diisobutyldiethylaminoalane에 의한 카르보닐 화합물의 선택환원
차진순 嶺南大學校 基礎科學硏究所 1995 基礎科學硏究 Vol.15 No.-
The reducing characteristics of diisobutyldiethylaminoalane, as a chemoselective reducing agent in the reduction of an equimolar amount of different carbonyl compounds, have been examined systematically. Aldehydes are smoothly reduced to alcohols. Furthermore, conjugated aldehydes and ketones are reduced to the corresponding allylic alcohols quantitatively by diisobutyldiethylaminoalane in ether solution with excellent purity.
Bis(dihexylamino)aluminum Hydride의 합성과 환원특성
車震淳 嶺南大學校 基礎科學硏究所 1993 基礎科學硏究 Vol.13 No.-
The approximate rates and stoichiometries of the reaction of representative organic compounds with a new reducing agent. Bis(dihexylamino)aluminum hydride(BHAH)prepared from reaction of aluminum hydride and 2equiv of dihexylamine have been examined systematically under the standardized conditions (tetrahydrofuran, 0℃)in order to characterize its reducing power. The introduction of dialkylamino group to AlH₃modifies the reducing characteristics of the parent hydride. The reagent appeared to be a mild , selective reducing agent. Thus, aldehydes, ketones, acid chlorides and esters are reduced easily, while epoxide, carboxylic acids, primary and tertiary amides, nitriles are reduced slowly.
텍실브로모보란-메틸 설피드 착물을 이용한 카르복시산의 알데히드로의 부분 환원
차진순,윤말숙,김진억,오세연 嶺南大學校附設 基礎科學硏究所 1985 基礎科學硏究 Vol.5 No.-
The systematic study on the direct partial reduction of carboxylic acids to the corresponding aldehydes with thexylbromoborane-methyl sulfide under the practical conditions (carbon disulfide, room temperature) has been done and also some representative carboxylic acids have been applied to the partial reduction under the optimal reaction condition. The reaction is quite general and the yields of aldehydes are very excellent, especially almost quantitative in aliphaticcarboxylic acids.
차경환,김의진,이순원 성균관대학교 기초과학연구소 1993 論文集 Vol.44 No.2
Zr(acac)Cl_3(THF) 및 Zr(acac)_2Cl_2(acac=acetylactate, CH_3COCHCOCH_3^1) 화합물이 [Li(THF)_x][PhNN=NNPh], Ⅰ, 리간드와 반응하여 각각 Zr(=NPh)(acac)CI(THF), Ⅱ, 및 Zr(=NPh)(acac)_2, Ⅲ, 착화합물을 생성하였다. 이들을 ^1H-NMR, FTIR 스펙트럼으로 분석하였다. Reactions between Zr(acac)CI_3(THF) and Zr(acac)_2Cl_2(acac=CH_3 COCHCOCH_3^1) with [Li(THF)_x][PhNN=NNPh], Ⅰ, led to Zr(=NPh)(acac) Cl(THF), Ⅱ, and Zr(=NPh)(acac)_2, Ⅲ, respectively. They have been characterized by ^1H-NMR and FTIR spectroscopy.
차진순,이재철 嶺南大學校基礎科學硏究所 1999 基礎科學硏究 Vol.19 No.-
The reducing characteristics of diisobutyldiphenylaminoalane (DIBANPh_2) as selective reducing agent in the reduction of carbonyl compounds, have been studie systematically. Aldehydes are smoothly reduced to the corresponding alcohols by BIBANPh_2 i ether solution.
트리알콕시수소화붕소 리튬의 합성과 그들의 안정성 및 화학
車震淳,金進億,李在哲 嶺南大學校附設 基礎科學硏究所 1984 基礎科學硏究 Vol.4 No.-
The reaction in tetrahydrofuran of potassium trialkoxyborohydrides with lithium chloride was examined in detail to establish the generality of this synthesis of the corresponding lithium trialkoxyborohydrides and the stability of these lithium derivatives in tetraydrofuran was examined using ?? NMR spectroscopy. For R=i-Pr, the lithium salt is very stable. However, R=s-Bu and t-Bu, with increasing steric requirement, the lithium derivatives are unstable and thus dissociated into (RO)BH₃- and (RO)₄B-. The stereoselectivity of lithium triisopropoxyborohydride (LIPBH) on the reduction of cyclic ketones was investigated and compared with that of the potassium derivative.
차진순 嶺南大學校 基礎科學硏究所 1995 基礎科學硏究 Vol.15 No.-
The hydroborating characteristics of thexylalkoxyboranes (ThxBHOEt, ??, ??) in the hydroboration of alkenes have been studied systematically. Alkenes were hydroborated by ThxBHOEt at 0℃ and ThxBHO??Pr at 25 ℃. But, ?? was inert to hydroboration even under reflux. The regioselectivity in the hydroboration of alkenes increased with increasing steric hindrance in alkenes.
Lithium Thexyl^t butoxyborohydride의 합성과 새로운 환원특성
차진순, 이재철 영남대학교 기초과학연구소 2000 基礎科學硏究 Vol.20 No.-
The new reducing agent, lithium thexyltbutoxyborohydride was prepared from thexyltbutoxyborane and tert-butyllithium. The reaction of organic compounds possessing representative functional groups with this reagent has been investigated in detail so as to estabilish their usefullness as chremo-, regio-, stereoselective reducing agent in organic synthesis. Thus, we have examined the general reducing pattern of this reagent toward general organic functional groups, such as carbonyl compounds, carboxylic acid derivatives, epoxides, etc. Especially, the stereochemistry in the reduction of cyclic ketones has been examined in detail.