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Volumn 19, Issue 1, 2014, Pages 171-179

Combining the 'two worlds' of chemocatalysis and biocatalysis towards multi-step one-pot processes in aqueous media

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DEHYDROGENASE; DNA BINDING PROTEIN; FRUCTOSE; GLUCOSE; MANNITOL; PALLADIUM; WATER; METAL; SOLVENT;

EID: 84897535679     PISSN: 13675931     EISSN: 18790402     Source Type: Journal    
DOI: 10.1016/j.cbpa.2014.03.002     Document Type: Review
Times cited : (212)

References (30)
  • 2
    • 0141959169 scopus 로고    scopus 로고
    • Concepts of nature in organic synthesis: cascade catalysis and multistep conversions in concert
    • Bruggink A., Schoevaart R., Kieboom T. Concepts of nature in organic synthesis: cascade catalysis and multistep conversions in concert. Org Proc Res Dev 2003, 7:622-640.
    • (2003) Org Proc Res Dev , vol.7 , pp. 622-640
    • Bruggink, A.1    Schoevaart, R.2    Kieboom, T.3
  • 3
    • 0041878694 scopus 로고    scopus 로고
    • Combination of enzymes and metal catalysts. A powerful approach in asymmetric catalysis
    • Pamies O., Bäckvall J.E. Combination of enzymes and metal catalysts. A powerful approach in asymmetric catalysis. Chem Rev 2003, 103:3247-3261.
    • (2003) Chem Rev , vol.103 , pp. 3247-3261
    • Pamies, O.1    Bäckvall, J.E.2
  • 4
    • 37049094165 scopus 로고
    • Combined action of enzyme and metal catalyst, applied to the preparation of d-mannitol
    • Makkee M., Kieboom A.P.G., van Bekkum H., Roels J.A. Combined action of enzyme and metal catalyst, applied to the preparation of d-mannitol. J C S Chem Commun 1980, 930-931.
    • (1980) J C S Chem Commun , pp. 930-931
    • Makkee, M.1    Kieboom, A.P.G.2    van Bekkum, H.3    Roels, J.A.4
  • 5
    • 0003024070 scopus 로고
    • Combined action of an enzyme and a metal catalyst on the conversion of d-glucose/d-fructose mixtures into d-mannitol
    • Makkee M., Kieboom A.P.G., van Bekkum H. Combined action of an enzyme and a metal catalyst on the conversion of d-glucose/d-fructose mixtures into d-mannitol. Carbohydr Res 1985, 138:237-245.
    • (1985) Carbohydr Res , vol.138 , pp. 237-245
    • Makkee, M.1    Kieboom, A.P.G.2    van Bekkum, H.3
  • 6
    • 0005778493 scopus 로고
    • Simultaneous action of RuY zeolite and glucose isomerase in the production of d-mannitol from d-glucose
    • Ruddlesden J.F., Stewart A. Simultaneous action of RuY zeolite and glucose isomerase in the production of d-mannitol from d-glucose. J Chem Res (S) 1981, 378-379.
    • (1981) J Chem Res (S) , pp. 378-379
    • Ruddlesden, J.F.1    Stewart, A.2
  • 7
    • 0029968623 scopus 로고    scopus 로고
    • Dynamic kinetic resolution with enzyme and palladium combinations
    • Allen J.V., Williams J.M.J. Dynamic kinetic resolution with enzyme and palladium combinations. Tetrahedron Lett 1996, 37:1859-1862.
    • (1996) Tetrahedron Lett , vol.37 , pp. 1859-1862
    • Allen, J.V.1    Williams, J.M.J.2
  • 8
    • 0030583519 scopus 로고    scopus 로고
    • Catalytic racemisation of alcohols: applications to enzymatic resolution reactions
    • Dinh P.M., Howarth J.A., Hudnott A.R., Williams J.M.J., Harris H. Catalytic racemisation of alcohols: applications to enzymatic resolution reactions. Tetrahedron Lett 1996, 37:7623-7626.
    • (1996) Tetrahedron Lett , vol.37 , pp. 7623-7626
    • Dinh, P.M.1    Howarth, J.A.2    Hudnott, A.R.3    Williams, J.M.J.4    Harris, H.5
  • 9
    • 0028596098 scopus 로고
    • Resolution of amino acids in a mixture of 2-methyl-2-propanol/water (19:1) catalyzed by alcalase via in situ racemization of one antipode mediated by pyridoxal 5-phosphate
    • Chen S.T., Huang W.H., Wang K.T. Resolution of amino acids in a mixture of 2-methyl-2-propanol/water (19:1) catalyzed by alcalase via in situ racemization of one antipode mediated by pyridoxal 5-phosphate. J Org Chem 1994, 59:7580-7581.
    • (1994) J Org Chem , vol.59 , pp. 7580-7581
    • Chen, S.T.1    Huang, W.H.2    Wang, K.T.3
  • 10
    • 85049327354 scopus 로고    scopus 로고
    • Verfahren zur enantioselektiven Gewinnung von Aminosäuren und Aminosäurederivaten unter Verwendung von Racemisierungskatalysatoren [A method for the enantioselective production of amino acids and amino acid derivatives using racemization catalysts].
    • Riermeier T, Dingerdissen U, Groß P, Holla W, Beller M, Schichl D. Verfahren zur enantioselektiven Gewinnung von Aminosäuren und Aminosäurederivaten unter Verwendung von Racemisierungskatalysatoren [A method for the enantioselective production of amino acids and amino acid derivatives using racemization catalysts]. DE Patent Appl DE 19955283; 2001.
    • (2001) DE Patent Appl DE 19955283
    • Riermeier, T.1    Dingerdissen, U.2    Groß, P.3    Holla, W.4    Beller, M.5    Schichl, D.6
  • 11
    • 0030789621 scopus 로고    scopus 로고
    • Enzymatic resolution of alcohols coupled with ruthenium-catalyzed racemization of the substrate alcohol
    • Larsson A.L.E., Persson B.A., Bäckvall J.E. Enzymatic resolution of alcohols coupled with ruthenium-catalyzed racemization of the substrate alcohol. Angew Chem Int Ed Engl 1997, 36:1211-1212.
    • (1997) Angew Chem Int Ed Engl , vol.36 , pp. 1211-1212
    • Larsson, A.L.E.1    Persson, B.A.2    Bäckvall, J.E.3
  • 12
    • 0037007916 scopus 로고    scopus 로고
    • Aminocyclopentadienyl ruthenium chloride: catalytic racemization and dynamic kinetic resolution of alcohols at ambient temperature
    • Choi J.H., Kim Y.H., Nam S.H., Shin S.T., Kim M.J., Park J. Aminocyclopentadienyl ruthenium chloride: catalytic racemization and dynamic kinetic resolution of alcohols at ambient temperature. Angew Chem Int Ed Engl 2002, 41:2373-2376.
    • (2002) Angew Chem Int Ed Engl , vol.41 , pp. 2373-2376
    • Choi, J.H.1    Kim, Y.H.2    Nam, S.H.3    Shin, S.T.4    Kim, M.J.5    Park, J.6
  • 13
    • 33749817766 scopus 로고    scopus 로고
    • Lipase/aluminum-catalyzed dynamic kinetic resolution of secondary alcohols
    • Berkessel A., Sebastian-Ibarz M.L., Müller T.N. Lipase/aluminum-catalyzed dynamic kinetic resolution of secondary alcohols. Angew Chem Int Ed Engl 2006, 45:6567-6570.
    • (2006) Angew Chem Int Ed Engl , vol.45 , pp. 6567-6570
    • Berkessel, A.1    Sebastian-Ibarz, M.L.2    Müller, T.N.3
  • 14
    • 84896837460 scopus 로고    scopus 로고
    • Towards catalytic cascade reactions: asymmetric synthesis using combined chemo-enzymatic catalysts
    • Simons C., Hanefeld U., Arends I.W.C.E., Maschmeyer T., Sheldon R.A. Towards catalytic cascade reactions: asymmetric synthesis using combined chemo-enzymatic catalysts. Top Catal 2006, 40:35-44.
    • (2006) Top Catal , vol.40 , pp. 35-44
    • Simons, C.1    Hanefeld, U.2    Arends, I.W.C.E.3    Maschmeyer, T.4    Sheldon, R.A.5
  • 15
    • 84874196267 scopus 로고    scopus 로고
    • Single operation stereoselective synthesis of Aerangis lactones: combining continuous flow hydrogenation and biocatalysts in a chemoenzymatic sequence
    • Fink M.J., Schön M., Rudroff F., Schnürch M., Mihovilovic M.D. Single operation stereoselective synthesis of Aerangis lactones: combining continuous flow hydrogenation and biocatalysts in a chemoenzymatic sequence. ChemCatChem 2013, 5:724-727.
    • (2013) ChemCatChem , vol.5 , pp. 724-727
    • Fink, M.J.1    Schön, M.2    Rudroff, F.3    Schnürch, M.4    Mihovilovic, M.D.5
  • 16
    • 56749093129 scopus 로고    scopus 로고
    • Modular chemoenzymatic one-pot syntheses in aqueous media: combination of a palladium-catalyzed cross-coupling with an asymmetric biotransformation
    • Burda E., Hummel W., Gröger H. Modular chemoenzymatic one-pot syntheses in aqueous media: combination of a palladium-catalyzed cross-coupling with an asymmetric biotransformation. Angew Chem Int Ed Engl 2008, 47:9551-9554.
    • (2008) Angew Chem Int Ed Engl , vol.47 , pp. 9551-9554
    • Burda, E.1    Hummel, W.2    Gröger, H.3
  • 17
    • 71549115177 scopus 로고    scopus 로고
    • Suzuki-Miyaura cross-coupling catalyzed by protein-stabilized palladium nanoparticles under aerobic conditions in water: application to a one-pot chemoenzymatic enantioselective synthesis of chiral biaryl alcohols
    • Prastaro A., Ceci P., Chiancone E., Boffi A., Cirilli R., Colone M., Fabrizi G., Stringaro A., Cacchi S. Suzuki-Miyaura cross-coupling catalyzed by protein-stabilized palladium nanoparticles under aerobic conditions in water: application to a one-pot chemoenzymatic enantioselective synthesis of chiral biaryl alcohols. Green Chem 2009, 11:1929-1932.
    • (2009) Green Chem , vol.11 , pp. 1929-1932
    • Prastaro, A.1    Ceci, P.2    Chiancone, E.3    Boffi, A.4    Cirilli, R.5    Colone, M.6    Fabrizi, G.7    Stringaro, A.8    Cacchi, S.9
  • 18
    • 77953553591 scopus 로고    scopus 로고
    • Highly recyclable chemo-/biocatalyzed cascade reactions with ionic liquids: one-pot synthesis of chiral biaryl alcohols
    • Gauchot V., Kroutil W., Schmitzer A.R. Highly recyclable chemo-/biocatalyzed cascade reactions with ionic liquids: one-pot synthesis of chiral biaryl alcohols. Chem Eur J 2010, 16:6748-6751.
    • (2010) Chem Eur J , vol.16 , pp. 6748-6751
    • Gauchot, V.1    Kroutil, W.2    Schmitzer, A.R.3
  • 19
    • 84866347129 scopus 로고    scopus 로고
    • Combination of a Suzuki cross-coupling reaction using a water-soluble palladium catalyst with an asymmetric enzymatic reduction towards a one-pot process in aqueous medium at room temperature
    • Borchert S., Burda E., Schatz J., Hummel W., Gröger H. Combination of a Suzuki cross-coupling reaction using a water-soluble palladium catalyst with an asymmetric enzymatic reduction towards a one-pot process in aqueous medium at room temperature. J Mol Cat B Enzym 2012, 84:89-93.
    • (2012) J Mol Cat B Enzym , vol.84 , pp. 89-93
    • Borchert, S.1    Burda, E.2    Schatz, J.3    Hummel, W.4    Gröger, H.5
  • 20
    • 79956090888 scopus 로고    scopus 로고
    • The Heck reaction of allylic alcohols catalyzed by palladium nanoparticles in water: chemoenzymatic synthesis of (R)-(-)-rhododendrol
    • Boffi A., Cacchi S., Ceci P., Cirilli R., Fabrizi G., Prastaro A., Niembro S., Shafir A., Vallribera A. The Heck reaction of allylic alcohols catalyzed by palladium nanoparticles in water: chemoenzymatic synthesis of (R)-(-)-rhododendrol. ChemCatChem 2011, 3:347-353.
    • (2011) ChemCatChem , vol.3 , pp. 347-353
    • Boffi, A.1    Cacchi, S.2    Ceci, P.3    Cirilli, R.4    Fabrizi, G.5    Prastaro, A.6    Niembro, S.7    Shafir, A.8    Vallribera, A.9
  • 22
    • 84855930070 scopus 로고    scopus 로고
    • Formal asymmetric hydration of non-activated alkenes in aqueous medium through a 'chemoenzymatic catalytic system
    • Schnapperelle I., Hummel W., Gröger H. Formal asymmetric hydration of non-activated alkenes in aqueous medium through a 'chemoenzymatic catalytic system. Chem Eur J 2012, 18:1073-1076.
    • (2012) Chem Eur J , vol.18 , pp. 1073-1076
    • Schnapperelle, I.1    Hummel, W.2    Gröger, H.3
  • 23
    • 80052806776 scopus 로고    scopus 로고
    • Combination of olefin metathesis and enzymatic ester hydrolysis in aqueous media in a one-pot synthesis
    • Tenbrink K., Seßler M., Schatz J., Gröger H. Combination of olefin metathesis and enzymatic ester hydrolysis in aqueous media in a one-pot synthesis. Adv Synth Catal 2011, 353:2363-2367.
    • (2011) Adv Synth Catal , vol.353 , pp. 2363-2367
    • Tenbrink, K.1    Seßler, M.2    Schatz, J.3    Gröger, H.4
  • 27
    • 72949100542 scopus 로고    scopus 로고
    • Sequential and modular synthesis of chiral 1,3-diols with two stereogenic centers: access to all four stereoisomers by combination of organo- and biocatalysis
    • Baer K., Kraußer M., Burda E., Hummel W., Berkessel A., Gröger H. Sequential and modular synthesis of chiral 1,3-diols with two stereogenic centers: access to all four stereoisomers by combination of organo- and biocatalysis. Angew Chem Int Ed Engl 2009, 48:9355-9358.
    • (2009) Angew Chem Int Ed Engl , vol.48 , pp. 9355-9358
    • Baer, K.1    Kraußer, M.2    Burda, E.3    Hummel, W.4    Berkessel, A.5    Gröger, H.6
  • 28
    • 80051775130 scopus 로고    scopus 로고
    • Direction of kinetically versus thermodynamically controlled organocatalysis and its application in chemoenzymatic synthesis
    • Rulli G., Duangdee N., Baer K., Hummel W., Berkessel A., Gröger H. Direction of kinetically versus thermodynamically controlled organocatalysis and its application in chemoenzymatic synthesis. Angew Chem Int Ed Engl 2011, 50:7944-7947.
    • (2011) Angew Chem Int Ed Engl , vol.50 , pp. 7944-7947
    • Rulli, G.1    Duangdee, N.2    Baer, K.3    Hummel, W.4    Berkessel, A.5    Gröger, H.6
  • 29
    • 84865524025 scopus 로고    scopus 로고
    • Asymmetric one-pot sequential Friedel-Crafts-type alkylation and α-oxyamination catalyzed by a peptide and an enzyme
    • Akagawa K., Umezawa R., Kudo K. Asymmetric one-pot sequential Friedel-Crafts-type alkylation and α-oxyamination catalyzed by a peptide and an enzyme. Beilstein J Org Chem 2012, 8:1333-1337.
    • (2012) Beilstein J Org Chem , vol.8 , pp. 1333-1337
    • Akagawa, K.1    Umezawa, R.2    Kudo, K.3
  • 30
    • 0037193160 scopus 로고    scopus 로고
    • Combined catalytic conversion involving an enzyme, a homogeneous and a heterogeneous catalyst: one-pot preparation of 4-deoxy-d-glucose derivatives from d-galactose
    • Schoevaart R., Kieboom T. Combined catalytic conversion involving an enzyme, a homogeneous and a heterogeneous catalyst: one-pot preparation of 4-deoxy-d-glucose derivatives from d-galactose. Tetrahedron Lett 2002, 43:3399-3400.
    • (2002) Tetrahedron Lett , vol.43 , pp. 3399-3400
    • Schoevaart, R.1    Kieboom, T.2


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