• 제목/요약/키워드: Amino alcohols

검색결과 97건 처리시간 0.027초

Chiral β-Amino Thiol Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes

  • 강자효;김정환;이준원;김동수;김주인
    • Bulletin of the Korean Chemical Society
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    • 제17권12호
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    • pp.1135-1142
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    • 1996
  • Reaction of diethylzinc with α-branched aldehydes in the presence of a catalytic amount (5 mol %) of various β-amino thiols in toluene or ether provided the corresponding secondary alcohols in outstanding ee. Detailed preparative procedure for the β-amino thiols are presented.

Interaction of flavins and some alcohols on the molecular level

  • Yu, Byung-Sul;Chung, Hyun-Ho;Lee, Sang-Jong;Kim, Yang-Bae;Kim, Chong-Kook
    • Archives of Pharmacal Research
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    • 제4권1호
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    • pp.43-51
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    • 1981
  • The effect of some alcohols on the riboflavin derivatives in non-polar solvent was studied by various spectroscopic method in order to support the view point that alcohol may directly interect with the isoalloxazine moiety of FAD, the coenzyme of D-amino-acid oxidase. The most possible association complex between alcohol and riboflavin is the 1:1 complex through the 2-C carbonyl function of the isollaxazine ring nd the hydroxyl proton of alcohol. It is appeared that methanol has a larger association constant than any other alcohols, and the association constant decreases with the carbon number increases and being bulkier in the alkyl group of alcohols.

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Direct Organocatalytic Regioselective α-Hydroxyamination of α-Branched Aldehydes

  • Kim, Sung-Gon;Ahn, Eun-Ju;Park, Tae-Ho
    • Bulletin of the Korean Chemical Society
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    • 제28권10호
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    • pp.1665-1669
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    • 2007
  • A direct regioselective α-hydroxyamination of α-branched aldehydes with nitrosobenzene using cis-5-benzylproline as catalyst has been developed for the preparation of α-hydroxyamino aldehydes possessing a quaternary carbon center. Such compounds are versatile building blocks for the synthesis of quaternary α- amino acids, β-amino alcohols, and 1,2-diamines.

Enantioselective Synthesis of Cyclic Amino Alcohols: cis-1-Amino-2-indanol

  • Kim, Eun-Jin;An, Kyung-Mi;Ko, Soo Y.
    • Bulletin of the Korean Chemical Society
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    • 제27권12호
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    • pp.2019-2022
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    • 2006
  • (1S,2R)-cis-1-Amino-2-indanol has been synthesized. A unique feature of the synthesis involves securing the functionalities and the configurations of the two stereocenters on an acyclic precursor before cyclizing it into the final ring-skeleton. The strategy allows both the stereocenters to be controlled in an absolute manner.

다당유도체를 기초로 한 키랄 컬럼에서 이동상에서의 산 또는 염기 첨가제가 아미노 알코올의 광학분리에 미치는 영향 (Effect of acid or base additive in the mobile phase on enantiomer separation of amino alcohols using polysaccharide derived chiral columns)

  • 황호;김경옥;이원재
    • 분석과학
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    • 제22권4호
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    • pp.313-318
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    • 2009
  • 다당유도체를 기초로 하는 키랄 컬럼들을 사용하여 여러 amino alcohol의 거울상 이성질체를 산 또는 염기 등의 첨가제가 포함된 이동상에서 액체크로마토그래피로 광학분리를 수행하였다. 산 또는 염기 등의 첨가제가 각각 포함된 이동상뿐만 아니라 사용한 키랄 컬럼에 따라 광학분리된 선택성과 분리 인자가 크게 영향을 받았다. 특히 Chiralcel OD 컬럼에서 이동상에 0.1% trifluoroacetic acid를 산 첨가제로 사용했을 경우 0.1% triethylamine을 염기 첨가제로 사용했을 경우보다 머무름인자 값은 더 작게 나타났지만 광학분리의 선택성과 분리인자는 크게 증가됨을 보여주었다. 또한 Chiralcel OD 컬럼에서 이동상에 0.05% trifluoroacetic acid와 0.05% triethylamine을 함께 사용했을 때 광학분리의 선택성과 분리인자가 어느 이동상 조건보다도 가장 좋은 광학분할 결과를 보여주었다.

Lithium Aluminum Hydride Reduction Studies of Rigid $\alpha$-Oximino Ketones

  • Kim, Jack C.;Lee, Young-Tae;Kim, Min-Sook;Woo, Young-Min;Shin, Hong-Dae;Cho, In-Seop
    • Bulletin of the Korean Chemical Society
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    • 제3권3호
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    • pp.119-122
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    • 1982
  • Rigid ${\alpha}$-oximino ketones containing two functional groups such as 2-oximino-1-acenaphthenone and 2-oximino-1-indanone were synthesized and the simultaneous reduction of the two functional groups of ${\alpha}$-oximino ketones by $LiAlH_4$ gave the corresponding amino alcohols, 2-amino-1-acenaphthenol and 2-amino-1-indanol. The yields of the reduction products of the ${\alpha}$ -oximino ketones remarkably increased, as the increase of molar ratio of hydride used to the reactant. The use of 24 moles of $LiAlH_4$ was found to afford the best result in the reduction of the rigid ${\alpha}$-oximino ketones to the corresponding amino alcohols. The yields was not affected by the variation of solvents such as ether, THF and diglyme.

Alkoxy-amine-aluminum 유도체에 의한 키랄 분자 인식 (Chiral Molecular Recognition by Alkoxy-amine-aluminum Derivatives)

  • 김종미
    • 한국산업융합학회 논문집
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    • 제12권3호
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    • pp.143-147
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    • 2009
  • The enantioselective reduction of representative prochiral alkyl-aryl ketones with a new chiral alkoxy-amine-aluminum derivatives from aluminum hydride and ${\alpha},{\alpha}$-diphenyl-${\beta}$-amino alcohols, such as (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol(AMDPB) and (S)-(-)-2-(diphenylhydroxy-methyl)pyrrolidine(DPHMP), in THF at $0^{\circ}C$ was studied. In the reduction of alkoxy-amine-aluminum derivatives, acetophenone, propiophenone, isopropiophenone, and butyrophenone are reduced to corresponding aromatic secoundary alcohols with 34~60 % enantiomeric excess of (S)-isomers. For such ketones, the optical induction was enhanced by increasing a size of alkyl groups.

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Diastereoselective Synthesis of Unsaturated 1,4-Amino Alcohols as a Biologically Important Moiety

  • Jung Young Hoon;Kim Ji Duck
    • Archives of Pharmacal Research
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    • 제28권4호
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    • pp.382-390
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    • 2005
  • chial allylic ethers with a hydroxyl group attached to the $\pi-system$ and chlorosulfonyl isocyanate. The enantioselectivity of the CSI reaction with the chiral allylic and benzylic ethers was examined in various solvents and temperatures. Based on these results, it was proposed that the CSI reaction is a competitive reaction of a $S_{N}i$ (retention) and a $S_{N}1$ mechanism (racemization) according to the stability of the carbocation intermediate. This means that there is a greater proportion of retention with the less stable the carbocation intermediate and vise versa.