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Volumn 105, Issue 36, 2008, Pages 13197-13202

Green chemistry for chemical synthesis

Author keywords

Atom economy; Green solvents; Sustainable chemical feedstocks; Synthetic efficiency

Indexed keywords

CARBON DIOXIDE; SOLVENT; WATER;

EID: 51649130191     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.0804348105     Document Type: Review
Times cited : (795)

References (75)
  • 1
    • 0003922511 scopus 로고    scopus 로고
    • Pearson Education, Upper Saddle River, NJ, 4th Ed
    • Bruce PY (2004) Organic Chemistry (Pearson Education, Upper Saddle River, NJ), 4th Ed.
    • (2004) Organic Chemistry
    • Bruce, P.Y.1
  • 3
    • 0000991371 scopus 로고
    • Total synthesis of palytoxin carboxylic acid and palytoxin amide
    • Armstrong RW, et al. (1989) Total synthesis of palytoxin carboxylic acid and palytoxin amide. J Am Chem Soc 111:7530-7533.
    • (1989) J Am Chem Soc , vol.111 , pp. 7530-7533
    • Armstrong, R.W.1
  • 4
    • 0026418434 scopus 로고
    • The atom economy: A search for synthetic efficiency
    • Trost BM (1991) The atom economy: A search for synthetic efficiency. Science 254:1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 5
    • 33750309194 scopus 로고
    • Atom economy - A challenge for organic synthesis: Homogeneous catalysis leads the way
    • Trost BM (1995) Atom economy - A challenge for organic synthesis: Homogeneous catalysis leads the way. Angew Chem Int Ed 34:259-281.
    • (1995) Angew Chem Int Ed , vol.34 , pp. 259-281
    • Trost, B.M.1
  • 6
    • 0003082011 scopus 로고
    • Consider the environmental quotient
    • Sheldon RA (1994) Consider the environmental quotient. Chem Tech 38-47.
    • (1994) Chem Tech , pp. 38-47
    • Sheldon, R.A.1
  • 8
    • 34447132417 scopus 로고    scopus 로고
    • Innovations and Green Chem
    • Horváth IT, Anastas PT (2007) Innovations and Green Chem. Chem Rev 107:2169-2173.
    • (2007) Chem Rev , vol.107 , pp. 2169-2173
    • Horváth, I.T.1    Anastas, P.T.2
  • 9
    • 34547103038 scopus 로고    scopus 로고
    • Materials, Chemicals and Energy from Forest Biomass
    • Argyropoulos DS, et al, eds , American Chemical Society, Washington, DC
    • Argyropoulos DS, et al., eds (2007) Materials, Chemicals and Energy from Forest Biomass, ACS Symposium Series 954 (American Chemical Society, Washington, DC).
    • (2007) ACS Symposium Series , vol.954
  • 11
    • 33750035518 scopus 로고    scopus 로고
    • Catalytic enantioselective synthesis of adociacetylene
    • Trost BM, Weiss AH (2006) Catalytic enantioselective synthesis of adociacetylene. Org Lett 8:4461-4464.
    • (2006) Org Lett , vol.8 , pp. 4461-4464
    • Trost, B.M.1    Weiss, A.H.2
  • 12
    • 0036739952 scopus 로고    scopus 로고
    • On inventing reactions for atom economy
    • Trost BM (2002) On inventing reactions for atom economy. Acc Chem Res 35:695-705.
    • (2002) Acc Chem Res , vol.35 , pp. 695-705
    • Trost, B.M.1
  • 13
    • 0024088699 scopus 로고
    • Catalytic organometallic chemistry in water: The aqueous ring-opening metathesis polymerization of 7-oxanorbornene derivatives
    • Novak B, Grubbs RH (1988) Catalytic organometallic chemistry in water: The aqueous ring-opening metathesis polymerization of 7-oxanorbornene derivatives. J Am Chem Soc 110:7542-7543.
    • (1988) J Am Chem Soc , vol.110 , pp. 7542-7543
    • Novak, B.1    Grubbs, R.H.2
  • 14
    • 0000759794 scopus 로고
    • Ruthenium-catalyzed addition of allyl alcohols and acetylenes - A simple synthesis of gamma,delta-unsaturated ketones
    • Trost BM, Martine JA, Kulawiec RJ, Indolese AF (1993) Ruthenium-catalyzed addition of allyl alcohols and acetylenes - A simple synthesis of gamma,delta-unsaturated ketones. J Am Chem Soc 115:10402-10403.
    • (1993) J Am Chem Soc , vol.115 , pp. 10402-10403
    • Trost, B.M.1    Martine, J.A.2    Kulawiec, R.J.3    Indolese, A.F.4
  • 15
    • 0029983737 scopus 로고    scopus 로고
    • Ruthenium-catalysed coupling of allyl alcohol with alkynes: A new route to γ,δ-unsaturated acetals and aldehydes
    • Dérien S, Jan D, Dixneuf PH (1996) Ruthenium-catalysed coupling of allyl alcohol with alkynes: A new route to γ,δ-unsaturated acetals and aldehydes. Tetrahedron 52:5511-5524.
    • (1996) Tetrahedron , vol.52 , pp. 5511-5524
    • Dérien, S.1    Jan, D.2    Dixneuf, P.H.3
  • 16
    • 43549090940 scopus 로고    scopus 로고
    • Iridium-catalyzed c-c coupling via transfer hydrogenation: Carbonyl addition from the alcohol or aldehyde oxidation level employing 1,3-cyclohexadiene
    • Bower JF, Patman RL, Krische MJ (2008) Iridium-catalyzed c-c coupling via transfer hydrogenation: carbonyl addition from the alcohol or aldehyde oxidation level employing 1,3-cyclohexadiene. Org Lett 10:1033-1035.
    • (2008) Org Lett , vol.10 , pp. 1033-1035
    • Bower, J.F.1    Patman, R.L.2    Krische, M.J.3
  • 17
    • 4244076867 scopus 로고    scopus 로고
    • Ruthenium-catalyzed reactions for organic synthesis
    • Naota T, Takaya H, Murahashi SI (1998) Ruthenium-catalyzed reactions for organic synthesis. Chem Rev 98:2599-2660.
    • (1998) Chem Re , vol.98 , pp. 2599-2660
    • Naota, T.1    Takaya, H.2    Murahashi, S.I.3
  • 18
    • 0035823825 scopus 로고    scopus 로고
    • 3 C-H bonds adjacent to a nitrogen atom in alkylamines with alkenes
    • 3 C-H bonds adjacent to a nitrogen atom in alkylamines with alkenes. J Am Chem Soc 123:10935-19041.
    • (2001) J Am Chem Soc , vol.123 , pp. 10935-19041
    • Chatani, N.1
  • 19
    • 0000820085 scopus 로고
    • Selective intermolecular carbon-hydrogen bond activation by synthetic metal-complexes in homogeneous solution
    • Arndtsen BA, Bergman RG, Mobley TA, Peterson TH (1995) Selective intermolecular carbon-hydrogen bond activation by synthetic metal-complexes in homogeneous solution. Acc Chem Res 28:154-162.
    • (1995) Acc Chem Res , vol.28 , pp. 154-162
    • Arndtsen, B.A.1    Bergman, R.G.2    Mobley, T.A.3    Peterson, T.H.4
  • 20
    • 0034678111 scopus 로고    scopus 로고
    • Thermal, catalytic, regiospecific functionalization of alkanes
    • Chen H, Schlecht S, Semple TC, Hartwig JF (2000) Thermal, catalytic, regiospecific functionalization of alkanes. Science 287:1995-1997.
    • (2000) Science , vol.287 , pp. 1995-1997
    • Chen, H.1    Schlecht, S.2    Semple, T.C.3    Hartwig, J.F.4
  • 21
    • 23444432656 scopus 로고
    • Catalysis-ruthenium route to reaction
    • Goldman AS (1993) Catalysis-ruthenium route to reaction. Nature 366:514.
    • (1993) Nature , vol.366 , pp. 514
    • Goldman, A.S.1
  • 22
    • 9944258407 scopus 로고    scopus 로고
    • Organometallic alkane CH activation
    • Crabtree RH (2004) Organometallic alkane CH activation. J Organomet Chem 689:4083-4091.
    • (2004) J Organomet Chem , vol.689 , pp. 4083-4091
    • Crabtree, R.H.1
  • 23
    • 0034867872 scopus 로고    scopus 로고
    • Catalytic functionalization of arenes and alkanes via C-H bond activation
    • Jia C, Kitamura T, Fujiwara Y (2001) Catalytic functionalization of arenes and alkanes via C-H bond activation. Acc Chem Res 34:633-639.
    • (2001) Acc Chem Res , vol.34 , pp. 633-639
    • Jia, C.1    Kitamura, T.2    Fujiwara, Y.3
  • 24
    • 0032486798 scopus 로고    scopus 로고
    • Correlation of calculated activation energies with experimental rate constants for an enzyme catalyzed aromatic hydroxylation
    • Ridder L, Mulholland AJ, Vervoort J, Rietjens IMCM (1998) Correlation of calculated activation energies with experimental rate constants for an enzyme catalyzed aromatic hydroxylation. J Am Chem Soc 120:7641-7642.
    • (1998) J Am Chem Soc , vol.120 , pp. 7641-7642
    • Ridder, L.1    Mulholland, A.J.2    Vervoort, J.3    Rietjens, I.M.C.M.4
  • 25
    • 0032516253 scopus 로고    scopus 로고
    • The steric course of enzymic hydroxylation at primary carbon atoms
    • Shapiro S, Caspi E (1998) The steric course of enzymic hydroxylation at primary carbon atoms. Tetrahedron 54:5005-5040.
    • (1998) Tetrahedron , vol.54 , pp. 5005-5040
    • Shapiro, S.1    Caspi, E.2
  • 26
    • 0032530572 scopus 로고    scopus 로고
    • Functionalization of natural drimanic compounds via microbial/chemical tandem reactions
    • Aranda G, et al. (1998) Functionalization of natural drimanic compounds via microbial/chemical tandem reactions. J Mol Catal B 5:203-206.
    • (1998) J Mol Catal B , vol.5 , pp. 203-206
    • Aranda, G.1
  • 34
    • 0034072067 scopus 로고    scopus 로고
    • Methane monooxygenase and its related biomimetic models
    • Westerheide L, Pascaly M, Krebs B (2000) Methane monooxygenase and its related biomimetic models. Curr Opin Chem Biol 4:235-241.
    • (2000) Curr Opin Chem Biol , vol.4 , pp. 235-241
    • Westerheide, L.1    Pascaly, M.2    Krebs, B.3
  • 36
    • 1542378704 scopus 로고    scopus 로고
    • Dioxygen activation at mononuclear nonheme iron active sites: Enzymes, models, and intermediates
    • Costas M, Mehn MP, Jensen MP, Que L (2004) Dioxygen activation at mononuclear nonheme iron active sites: Enzymes, models, and intermediates. Chem Rev 104:939-986.
    • (2004) Chem Rev , vol.104 , pp. 939-986
    • Costas, M.1    Mehn, M.P.2    Jensen, M.P.3    Que, L.4
  • 38
    • 0036589261 scopus 로고    scopus 로고
    • Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: Reactions and mechanistic aspects
    • Ritleng V, Sirlin C, Pfeffer M (2002) Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: Reactions and mechanistic aspects. Chem Rev 102:1731-1769.
    • (2002) Chem Re , vol.102 , pp. 1731-1769
    • Ritleng, V.1    Sirlin, C.2    Pfeffer, M.3
  • 39
    • 0033553817 scopus 로고    scopus 로고
    • Transition metal catalyzed coupling reactions under C-H activation
    • Dyker G (1999) Transition metal catalyzed coupling reactions under C-H activation. Angew Chem Int Ed 38:1698-1712.
    • (1999) Angew Chem Int Ed , vol.38 , pp. 1698-1712
    • Dyker, G.1
  • 42
    • 34249936878 scopus 로고    scopus 로고
    • The catalytic cross-coupling of unactivated arenes
    • Stuart DR, Fagnou K (2007) The catalytic cross-coupling of unactivated arenes. Science 316:1172-1175.
    • (2007) Science , vol.316 , pp. 1172-1175
    • Stuart, D.R.1    Fagnou, K.2
  • 43
    • 34848899222 scopus 로고    scopus 로고
    • Catalytic and highly regioselective cross-coupling of aromatic C-H substrates
    • Hull KL, Sanford MS (2007) Catalytic and highly regioselective cross-coupling of aromatic C-H substrates. J Am Chem Soc 129:11904-11905.
    • (2007) J Am Chem Soc , vol.129 , pp. 11904-11905
    • Hull, K.L.1    Sanford, M.S.2
  • 44
    • 33947602410 scopus 로고    scopus 로고
    • Total synthesis of marine natural products without using protecting groups
    • Baran PS, Maimone TJ, Richter JM (2007) Total synthesis of marine natural products without using protecting groups. Nature 446:404-408.
    • (2007) Nature , vol.446 , pp. 404-408
    • Baran, P.S.1    Maimone, T.J.2    Richter, J.M.3
  • 45
    • 33645330412 scopus 로고
    • A concise chemical synthesis of (+) 3-deoxy-D-glycero-D-galacto-nonulsonic acid (KDN)
    • Chan TH, Li C-J (1992) A concise chemical synthesis of (+) 3-deoxy-D-glycero-D-galacto-nonulsonic acid (KDN). J Chem Soc Chem Commun 747-748.
    • (1992) J Chem Soc Chem Commun , pp. 747-748
    • Chan, T.H.1    Li, C.-J.2
  • 46
    • 0034699895 scopus 로고    scopus 로고
    • A convenient, one-step, synthesis of β-C-glycosidic ketones in aqueous media
    • Rodrigues F, Canac Y, Lubineau A (2000) A convenient, one-step, synthesis of β-C-glycosidic ketones in aqueous media. Chem Commun 2049-2050.
    • (2000) Chem Commun , pp. 2049-2050
    • Rodrigues, F.1    Canac, Y.2    Lubineau, A.3
  • 47
    • 0000096835 scopus 로고    scopus 로고
    • Click chemistry: Diverse chemical function from a few good reactions
    • Kolb HC, Finn MG, Sharpless KB (2001) Click chemistry: Diverse chemical function from a few good reactions. Angew Chem Int Ed 40:2004-2021.
    • (2001) Angew Chem Int Ed , vol.40 , pp. 2004-2021
    • Kolb, H.C.1    Finn, M.G.2    Sharpless, K.B.3
  • 48
    • 1542514683 scopus 로고
    • Cycloisomerization for atom economy - Polycycle construction via tandem transition-metal catalyzed electrocyclic processes
    • Trost BM, Shi Y (1992) Cycloisomerization for atom economy - Polycycle construction via tandem transition-metal catalyzed electrocyclic processes. J Am Chem Soc 114:791-792.
    • (1992) J Am Chem Soc , vol.114 , pp. 791-792
    • Trost, B.M.1    Shi, Y.2
  • 49
    • 34548525558 scopus 로고    scopus 로고
    • Epoxide-opening cascades promoted by water
    • Vilotijevic I, Jamison TF (2007) Epoxide-opening cascades promoted by water. Science 317:1189-1192.
    • (2007) Science , vol.317 , pp. 1189-1192
    • Vilotijevic, I.1    Jamison, T.F.2
  • 50
    • 33745191890 scopus 로고    scopus 로고
    • A flow process for the multistep synthesis of the alkaloid natural product oxomaritidine: A new paradigm for molecular assembly
    • Baxendale IR, et al. (2006) A flow process for the multistep synthesis of the alkaloid natural product oxomaritidine: a new paradigm for molecular assembly. Chem Commun 2566-2668.
    • (2006) Chem Commun , pp. 2566-2668
    • Baxendale, I.R.1
  • 52
    • 0025730616 scopus 로고
    • At the crossroads of chemistry and immunology - Catalytic antibodies
    • Lerner RA, Benkovic SJ, Schultz PG (1991) At the crossroads of chemistry and immunology - Catalytic antibodies. Science 252:659-667.
    • (1991) Science , vol.252 , pp. 659-667
    • Lerner, R.A.1    Benkovic, S.J.2    Schultz, P.G.3
  • 53
    • 0034603040 scopus 로고    scopus 로고
    • Enantioselective enzymes for organic synthesis created by directed evolution
    • Reetz MT, Jaeger KE (2000) Enantioselective enzymes for organic synthesis created by directed evolution. Chem Eur J 6:407-412.
    • (2000) Chem Eur J , vol.6 , pp. 407-412
    • Reetz, M.T.1    Jaeger, K.E.2
  • 54
    • 19744366251 scopus 로고    scopus 로고
    • Green solvents for sustainable organic synthesis: State of the art
    • Sheldon RA (2005) Green solvents for sustainable organic synthesis: State of the art. Green Chem 7:267-278.
    • (2005) Green Chem , vol.7 , pp. 267-278
    • Sheldon, R.A.1
  • 55
    • 20344388819 scopus 로고    scopus 로고
    • On water: Unique reactivity of organic compounds in aqueous suspension
    • Narayan S, et al. (2005) "On water": Unique reactivity of organic compounds in aqueous suspension. Angew Chem Int Ed 44:3275-3279.
    • (2005) Angew Chem Int Ed , vol.44 , pp. 3275-3279
    • Narayan, S.1
  • 56
    • 33847085398 scopus 로고
    • Hydrophobic acceleration of Diels-Alder reactions
    • Rideout DC, Breslow R (1980) Hydrophobic acceleration of Diels-Alder reactions. J Am Chem Soc 102:7816-7817.
    • (1980) J Am Chem Soc , vol.102 , pp. 7816-7817
    • Rideout, D.C.1    Breslow, R.2
  • 57
    • 24044470646 scopus 로고    scopus 로고
    • Organic reactions in aqueous media with a focus on C-C bond formations: A decade update
    • Li C-J (2005) Organic reactions in aqueous media with a focus on C-C bond formations: A decade update. Chem Rev 105:3095-3165.
    • (2005) Chem Rev , vol.105 , pp. 3095-3165
    • Li, C.-J.1
  • 59
    • 36348984494 scopus 로고    scopus 로고
    • Lindstrom UM, ed , Blackwell, Oxford
    • Lindstrom UM, ed (2007) Organic Reactions in Water (Blackwell, Oxford).
    • (2007) Organic Reactions in Water
  • 60
    • 0037157090 scopus 로고    scopus 로고
    • Enantioselective direct addition of alkynes to imines catalyzed by copper(I)pybox complex in water and in toluene
    • Wei C, Li C-J (2002) Enantioselective direct addition of alkynes to imines catalyzed by copper(I)pybox complex in water and in toluene. J Am Chem Soc 124:5638-5639.
    • (2002) J Am Chem Soc , vol.124 , pp. 5638-5639
    • Wei, C.1    Li, C.-J.2
  • 61
    • 0035984037 scopus 로고    scopus 로고
    • Quasi-nature catalysis: Developing C-C bond formations catalyzed by late-transition metals in air and water
    • Li C-J (2002) Quasi-nature catalysis: Developing C-C bond formations catalyzed by late-transition metals in air and water. Acc Chem Res 35:533-538.
    • (2002) Acc Chem Res , vol.35 , pp. 533-538
    • Li, C.-J.1
  • 62
    • 2442440676 scopus 로고
    • Homogeneous catalytic-hydrogenation of supercritical carbon-dioxide
    • Jessop PG, Ikariya T, Noyori R (1994) Homogeneous catalytic-hydrogenation of supercritical carbon-dioxide. Nature 368:231-233.
    • (1994) Nature , vol.368 , pp. 231-233
    • Jessop, P.G.1    Ikariya, T.2    Noyori, R.3
  • 63
    • 0026907669 scopus 로고
    • Synthesis of fluoropolymers in supercritical carbon-dioxide
    • DeSimone JM, Guan Z, Elsbernd CS (1992) Synthesis of fluoropolymers in supercritical carbon-dioxide. Science 257:945-947.
    • (1992) Science , vol.257 , pp. 945-947
    • DeSimone, J.M.1    Guan, Z.2    Elsbernd, C.S.3
  • 64
    • 51649083462 scopus 로고    scopus 로고
    • Green Chem
    • eds Anastas PT, Williamson TC, American Chemical Society, Washington, DC, 132 pp
    • Morgenstern DA, et al. (1996) in Green Chem, ACS Symposium Series 626, eds Anastas PT, Williamson TC, (American Chemical Society, Washington, DC), 132 pp.
    • (1996) ACS Symposium Series , vol.626
    • Morgenstern, D.A.1
  • 65
    • 0036739980 scopus 로고    scopus 로고
    • Supercritical carbon dioxide as a green reaction medium for catalysis
    • Leitner W (2002) Supercritical carbon dioxide as a green reaction medium for catalysis. Acc Chem Res 35:746-756.
    • (2002) Acc Chem Res , vol.35 , pp. 746-756
    • Leitner, W.1
  • 66
    • 0344629790 scopus 로고    scopus 로고
    • 2: Academic exercise or future green processes?
    • 2: Academic exercise or future green processes? Environ Sci Technol 37:5289-5296.
    • (2003) Environ Sci Technol , vol.37 , pp. 5289-5296
    • Beckman, E.J.1
  • 67
    • 1642561859 scopus 로고    scopus 로고
    • Selective host-guest interaction of single-walled carbon nanotubes with functionalised fullerenes
    • Britz DA, et al. (2004) Selective host-guest interaction of single-walled carbon nanotubes with functionalised fullerenes. Chem Commun 176-177.
    • (2004) Chem Commun , pp. 176-177
    • Britz, D.A.1
  • 68
    • 19744362089 scopus 로고    scopus 로고
    • Continuous flow homogeneous hydroformylation of alkenes using supercritical fluids
    • Webb PB, Kunene TE, Cole-Hamilton DJ (2005) Continuous flow homogeneous hydroformylation of alkenes using supercritical fluids. Green Chem 7:373-379.
    • (2005) Green Chem , vol.7 , pp. 373-379
    • Webb, P.B.1    Kunene, T.E.2    Cole-Hamilton, D.J.3
  • 71
    • 1642271331 scopus 로고    scopus 로고
    • Paradigm confirmed: The first use of ionic liquids to dramatically influence the outcome of chemical reactions
    • Earle MJ, Katdare SP, Seddon KR (2004) Paradigm confirmed: The first use of ionic liquids to dramatically influence the outcome of chemical reactions. Org Lett 6:707-710.
    • (2004) Org Lett , vol.6 , pp. 707-710
    • Earle, M.J.1    Katdare, S.P.2    Seddon, K.R.3
  • 73
    • 84958634880 scopus 로고    scopus 로고
    • Gladysz JA, Curran DP, Horvath IT, eds , Wiley-VCH, Weinheim, Germany
    • Gladysz JA, Curran DP, Horvath IT, eds (2004) Handbook of Fluorous Chemistry (Wiley-VCH, Weinheim, Germany).
    • (2004) Handbook of Fluorous Chemistry
  • 74
    • 0033017366 scopus 로고    scopus 로고
    • Fluorous biphasic catalysis: A new paradigm for the separation of homogeneous catalysts from their reaction substrates and product
    • Fish RH (1999) Fluorous biphasic catalysis: A new paradigm for the separation of homogeneous catalysts from their reaction substrates and product. Chem Eur J 5:1677-1680.
    • (1999) Chem Eur J , vol.5 , pp. 1677-1680
    • Fish, R.H.1
  • 75
    • 0000654550 scopus 로고    scopus 로고
    • The use of soluble polymers to effect homogeneous catalyst separation and reuse
    • Bergbreiter DE (1998) The use of soluble polymers to effect homogeneous catalyst separation and reuse. Catal Today 42:389-397.
    • (1998) Catal Today , vol.42 , pp. 389-397
    • Bergbreiter, D.E.1


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