• 제목/요약/키워드: Asymmetric Catalyst

검색결과 54건 처리시간 0.032초

Dynamic Kinetic Resolutions and Asymmetric Transformations by Enzyme-Metal Combo Catalysis

  • Kim, Mahn-Joo;Ahn, Yang-Soo;Park, Jai-Wook
    • Bulletin of the Korean Chemical Society
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    • 제26권4호
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    • pp.515-522
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    • 2005
  • Enzyme-metal combo catalysis is described as a useful methodology for the synthesis of optically active compounds. The key point of the method is the use of enzyme and metal in combination as the catalysts for the complete transformation of racemic substrates to single enantiomeric products through dynamic kinetic resolution (DKR). In this approach, enzyme acts as an enantioselective resolving catalyst and metal does as a racemizing catalyst for the efficient DKR. Three kinds of enzyme-metal combinations - lipase-ruthenium, subtilisin-ruthenium, and lipase-palladium –have been developed as the catalysts for the DKRs of racemic alcohols, esters, and amines. The scope of the combination catalysts can be extended to the asymmetric transformations of ketones, enol acetates, and ketoximes via the DKRs. In most cases studied, enzyme-metal combo catalysis provided enantiomerically-enriched products in high yields.

SBA-15 실리카에 고정화된 ruthenium 촉매를 사용한 Microwave하에서의 비대칭 수소 전달반응 (Microwave-mediated Asymmetric Hydrogen Transfer by SBA-15-supported Ruthenium Catalyst)

  • 진명종;전인철
    • Korean Chemical Engineering Research
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    • 제46권4호
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    • pp.752-755
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    • 2008
  • 메조포러스 SBA-15 silica와 (1R,2R)-N-(trimethoxysilylpropyl-N-sulfonyl)-1,2-cyclohaxanediamine 또는 (1R,2R)-N-(trimethoxysilylpropyl-N-sulfonyl)-1,2-diphenylethylenediamine과의반응을통하여 메조포러스 silica SBA-15-supported TsCHDA와 TsDPEN가 각각 제조되어졌다. SBA-15-supported TsCHDA로부터 얻어진 ruthenium complex들은 microwave하에서의 케톤의 비대칭 수소 전달반응에서 우수한 촉매능과 만족할 만한 거울상 입체선택도를 주었다. 이불균일상 SBA-15-supported ruthenium 촉매는 사용이 용이하게 안정할 뿐 만 아니라, 재사용 할 수 있었다. 비대칭 수소전달반응을 위한 microwave를 사용한 효율적인 공정이 개발되었다.

Asymmetric Michael Reaction of Malonate Derivatives with α, β-Unsaturated Ketones

  • Cho, Min-Je;Cho, Myoung-Gi;Huh, Sun-Chul;Kim, Sung-Min;Lee, Kil-sung;Koh, Kwang-Oh;Mang, Joo-Yang;Kim, Dae-Young
    • Bulletin of the Korean Chemical Society
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    • 제27권6호
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    • pp.857-862
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    • 2006
  • The catalytic enantioselective Michael reaction promoted by quaternary ammonium salts from Cinchona alkaloids as a phase-transfer catalyst is described. Treatment of malonates with $\alpha$,$\beta$-unsaturated ketones under mild reaction conditions afforded the corresponding Michael adducts in good yields with good to moderate enantiomeric excesses.

Chiral Mesoporous Silica for Asymmetric Metal-free Catalysis: Enhancement of Chirality thorough Confinement Space by Plug Effect

  • 정은영;임청래;박상언
    • 한국진공학회:학술대회논문집
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    • 한국진공학회 2011년도 제41회 하계 정기 학술대회 초록집
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    • pp.199-199
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    • 2011
  • The addition of a carbanion to ${\yen}{\acute{a}}{\yen}{\hat{a}}$-unsaturated carbonyl compounds is of importance in the C-C bond formation reactions for modern pharmaceuticals and organic synthesis. Recently, heterogeneous asymmetric catalysis became more attractive area of research because of the easy recovery and separation of the catalyst from the reaction system. Most of synthetic methods for heterogeneous catalysts were grafting or immobilization of homogeneous catalyst onto the solid supports. Trans-1,2-Diaminocyclohexane(DACH) and L-proline ligands have been enormously used as chiral ligands in several catalytic transformation under homogenous conditions. Our group prepared l-proline functionalized mesoporous silica was synthesized under acidic condition using a poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) triblock copolymer template (EO20PO70EO20, Pluronic P-123, BASF). Furthermore, we successfully directly synthesized trans-1,2 diaminocyclohexane functionalized mesoporous silica by using microwave method. The direct functionalization of chiral ligand into the framework of mesoporous materials is expected to be useful for the heterogeneous asymmetric catalysis. So, we adopt the direct synthesis of chiral ligand functionalized mesoporous silica by using thermal and microwave irradiation. Then, chiral ligand functionalized mesoporous silicas were applied to enantioselective asymmetric catalytic reactions.

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Carbon-silica composites supported Pt as catalyst for asymmetric hydrogenation of ethyl 2-oxo-4-phenylbutyrate

  • Mao, Cong;Zhang, Jie;Xiao, Meitian;Liu, Yongjun;Zhang, Xueqin
    • Current Applied Physics
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    • 제18권12호
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    • pp.1480-1485
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    • 2018
  • Mesoporous carbon-silica composites supported Pt nanoparticle catalysts (Pt/MCS) were firstly applied to the heterogeneous asymmetric hydrogenation of ethyl 2-oxo-4-phenylbutyrate (EOPB). A series of different silica contents were investigated in the fabrication of this mesoporous material. When the volume of added tetraethyl orthosilicate (TEOS) during the preparation of composites is 8 mL, Pt/MCS-8 holds carbon and silica as the main components and possesses relatively strong acidity, mesoporous structures with micropores, appropriate Pt nanoparticle size and high dispersibility showing by XRD, XPS, TPD, $N_2$ sorption and TEM. These properties cause its good catalytic performance in the heterogeneous asymmetric hydrogenation of EOPB with the enantiomeric excess value and conversion up to 85.6% and 97.8%, respectively.