메뉴 건너뛰기




Volumn 26, Issue 2, 2014, Pages 63-78

Synthesis of single-enantiomer bioactive molecules: A brief overview

Author keywords

chiral pool; drugs; dynamic kinetic resolution; enzymatic methods; single enantiomer

Indexed keywords

CHIRAL POOL; DRUGS; DYNAMIC KINETIC RESOLUTION; ENZYMATIC METHODS; SINGLE-ENANTIOMER;

EID: 84893907839     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.22268     Document Type: Review
Times cited : (48)

References (77)
  • 3
    • 33747054198 scopus 로고    scopus 로고
    • Asymmetric catalysis of active pharmaceutical ingredients
    • Farina V, Reeves JT, Senanayake CH, Song JJ,. Asymmetric catalysis of active pharmaceutical ingredients. Chem Rev 2006; 106: 2734-2793.
    • (2006) Chem Rev , vol.106 , pp. 2734-2793
    • Farina, V.1    Reeves, J.T.2    Senanayake, C.H.3    Song, J.J.4
  • 6
    • 4544260095 scopus 로고    scopus 로고
    • Asymmetric catalysis in the pharmaceutical industry
    • Hawkins JM, Watson TJN,. Asymmetric catalysis in the pharmaceutical industry. Angew Chem Int Ed 2004; 43: 3224-3228.
    • (2004) Angew Chem Int Ed , vol.43 , pp. 3224-3228
    • Hawkins, J.M.1    Watson, T.J.N.2
  • 7
    • 0028882031 scopus 로고
    • (R)-2,3-O-Cyclohexylideneglyceraldehyde, a versatile intermediate for asymmetric synthesis of chiral alcohol
    • Chattopadhyay A, Mamdapur VR,. (R)-2,3-O-Cyclohexylideneglyceraldehyde, a versatile intermediate for asymmetric synthesis of chiral alcohol. J Org Chem 1995; 60: 585-587.
    • (1995) J Org Chem , vol.60 , pp. 585-587
    • Chattopadhyay, A.1    Mamdapur, V.R.2
  • 9
    • 77949791510 scopus 로고    scopus 로고
    • Stereoselective total synthesis of (+)-varitriol, (-)-varitriol, 5'-epi-(+)-varitriol, and 4'-epi-(-)-varitriol from D-mannitol
    • Ghosh S, Pradhan TK,. Stereoselective total synthesis of (+)-varitriol, (-)-varitriol, 5'-epi-(+)-varitriol, and 4'-epi-(-)-varitriol from D-mannitol. J Org Chem 2010; 75: 2107-2110.
    • (2010) J Org Chem , vol.75 , pp. 2107-2110
    • Ghosh, S.1    Pradhan, T.K.2
  • 10
    • 75749104615 scopus 로고    scopus 로고
    • Total synthesis and absolute configuration of (-)-berkeleyamide A
    • Sperry J, Harris EBJ, Brimble MA,. Total synthesis and absolute configuration of (-)-berkeleyamide A. Org Lett 2010; 12: 420-423.
    • (2010) Org Lett , vol.12 , pp. 420-423
    • Sperry, J.1    Harris, E.B.J.2    Brimble, M.A.3
  • 11
    • 79961041342 scopus 로고    scopus 로고
    • Total synthesis of (+)-mupirocin H from D-glucose
    • Udawant SP, Chakraborty TK,. Total synthesis of (+)-mupirocin H from D-glucose. J Org Chem 2011; 76: 6331-6337.
    • (2011) J Org Chem , vol.76 , pp. 6331-6337
    • Udawant, S.P.1    Chakraborty, T.K.2
  • 12
    • 84865220588 scopus 로고    scopus 로고
    • Synthesis of optically active 2- and 3-indolylglycine derivatives and their oxygen analogues
    • Koushik G, Duttagupta I, Sinha S,. Synthesis of optically active 2- and 3-indolylglycine derivatives and their oxygen analogues. J Org Chem 2012; 77: 7081-7085.
    • (2012) J Org Chem , vol.77 , pp. 7081-7085
    • Koushik, G.1    Duttagupta, I.2    Sinha, S.3
  • 13
    • 84856204291 scopus 로고    scopus 로고
    • New optically active 4-alkoxyprolinol ethers derived from trans-4-hydroxy-l-proline
    • Friedemann NM, Eustergerling A, Nubbemeyer U,. New optically active 4-alkoxyprolinol ethers derived from trans-4-hydroxy-l-proline. Eur J Org Chem 2012; 2012: 837-843.
    • (2012) Eur J Org Chem , vol.2012 , pp. 837-843
    • Friedemann, N.M.1    Eustergerling, A.2    Nubbemeyer, U.3
  • 14
    • 84876107321 scopus 로고    scopus 로고
    • Stereo-controlled total syntheses of ieodomycins A and B using d-glucose based chiral pool approach
    • Salunkhe VT, Bhosale S, Punde P, Bhuniya D, Koul S,. Stereo-controlled total syntheses of ieodomycins A and B using d-glucose based chiral pool approach. Tetrahedron Lett 2013; 54: 2489-2491.
    • (2013) Tetrahedron Lett , vol.54 , pp. 2489-2491
    • Salunkhe, V.T.1    Bhosale, S.2    Punde, P.3    Bhuniya, D.4    Koul, S.5
  • 15
    • 84886790365 scopus 로고    scopus 로고
    • A facile approach to chiral 1,4-benzodioxane toward the syntheses of doxazosin, prosympal, piperoxan and dibozane
    • Rouf A, Aga MA, Kumar B, Taneja SC,. A facile approach to chiral 1,4-benzodioxane toward the syntheses of doxazosin, prosympal, piperoxan and dibozane. Tetrahedron Lett 2013 54: 6420-6422.
    • (2013) Tetrahedron Lett , vol.54 , pp. 6420-6422
    • Rouf, A.1    Aga, M.A.2    Kumar, B.3    Taneja, S.C.4
  • 16
    • 0012815040 scopus 로고
    • The first practical method for asymmetric epoxidation
    • Katsuki T, Sharpless KB,. The first practical method for asymmetric epoxidation. J Am Chem Soc 1980; 102: 5974-5976.
    • (1980) J Am Chem Soc , vol.102 , pp. 5974-5976
    • Katsuki, T.1    Sharpless, K.B.2
  • 17
    • 84893951192 scopus 로고    scopus 로고
    • Katsuki T, Sharpless KB,. US4471130, 1984
    • Katsuki T, Sharpless KB,. US4471130, 1984.
  • 18
    • 18844410382 scopus 로고
    • Catalytic asymmetric epoxidation and kinetic resolution: Modified procedures including in situ derivatization
    • Gao Y, Hanson RM, Klunder JM, Ko SY, Masamune H, Sharpless KB,. Catalytic asymmetric epoxidation and kinetic resolution: modified procedures including in situ derivatization. J Am Chem Soc 1987; 109: 5765-5780.
    • (1987) J Am Chem Soc , vol.109 , pp. 5765-5780
    • Gao, Y.1    Hanson, R.M.2    Klunder, J.M.3    Ko, S.Y.4    Masamune, H.5    Sharpless, K.B.6
  • 19
    • 77953307917 scopus 로고    scopus 로고
    • Zirconium(IV)- and hafnium(IV)-catalyzed highly enantioselective epoxidation of homoallylic and bishomoallylic alcohols
    • Li Z, Yamamoto H,. Zirconium(IV)- and hafnium(IV)-catalyzed highly enantioselective epoxidation of homoallylic and bishomoallylic alcohols. J Am Chem Soc 2010; 132: 7878-7880.
    • (2010) J Am Chem Soc , vol.132 , pp. 7878-7880
    • Li, Z.1    Yamamoto, H.2
  • 20
    • 84859141805 scopus 로고    scopus 로고
    • Hf(IV)-catalyzed enantioselective epoxidation of N-alkenyl sulfonamides and N-tosyl imines
    • Olivares-Romero J, Li Z, Yamamoto H,. Hf(IV)-catalyzed enantioselective epoxidation of N-alkenyl sulfonamides and N-tosyl imines. J Am Chem Soc 2012; 134: 5440-5443.
    • (2012) J Am Chem Soc , vol.134 , pp. 5440-5443
    • Olivares-Romero, J.1    Li, Z.2    Yamamoto, H.3
  • 21
    • 84874912954 scopus 로고    scopus 로고
    • Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols
    • Olivares-Romero JL, Li Z, Yamamoto H,. Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols. J Am Chem Soc 2013; 135: 3411-3413.
    • (2013) J Am Chem Soc , vol.135 , pp. 3411-3413
    • Olivares-Romero, J.L.1    Li, Z.2    Yamamoto, H.3
  • 22
    • 84882759639 scopus 로고    scopus 로고
    • Asymmetric epoxidation of alkenes catalyzed by a porphyrin-inspired manganese complex
    • Dai W, Li J, Li G, Yang H, Wang L, Gao S,. Asymmetric epoxidation of alkenes catalyzed by a porphyrin-inspired manganese complex. Org Lett 2013; 15: 4138-4141.
    • (2013) Org Lett , vol.15 , pp. 4138-4141
    • Dai, W.1    Li, J.2    Li, G.3    Yang, H.4    Wang, L.5    Gao, S.6
  • 26
    • 84862091090 scopus 로고    scopus 로고
    • Enantioselective Rh(I)-catalyzed cyclization of arylboron compounds onto ketones
    • Low DW, Pattison G, Wieczysty MD, Churchill GH, Lam HW,. Enantioselective Rh(I)-catalyzed cyclization of arylboron compounds onto ketones. Org Lett 2012; 14: 2548-2551.
    • (2012) Org Lett , vol.14 , pp. 2548-2551
    • Low, D.W.1    Pattison, G.2    Wieczysty, M.D.3    Churchill, G.H.4    Lam, H.W.5
  • 27
    • 84874027685 scopus 로고    scopus 로고
    • Asymmetric chiral ligand-directed alkene dioxygenation
    • Neufeldt SR, Sanford MS,. Asymmetric chiral ligand-directed alkene dioxygenation. Org Lett 2013; 15: 46-49.
    • (2013) Org Lett , vol.15 , pp. 46-49
    • Neufeldt, S.R.1    Sanford, M.S.2
  • 28
    • 84856417672 scopus 로고    scopus 로고
    • Asymmetric hydrogenation of heteroarenes and arenes
    • Wang D-S, Chen Q-A, Lu S-M, Zhou Y-G,. Asymmetric hydrogenation of heteroarenes and arenes. Chem Rev 2012; 112: 2557-2590.
    • (2012) Chem Rev , vol.112 , pp. 2557-2590
    • Wang, D.-S.1    Chen, Q.-A.2    Lu, S.-M.3    Zhou, Y.-G.4
  • 29
    • 0000676432 scopus 로고
    • Cationic BINAP-Ru(II) halide complexes: Highly efficient catalysts for stereoselective asymmetric hydrogenation of â̂€ - And â̂ -functionalized ketones
    • Mashima K, Kusano K-h, Sato N, Matsumura Y-I, Nozaki K, Kumobayashi H, Sayo N, Hori Y, Ishizaki T,. Cationic BINAP-Ru(II) halide complexes: highly efficient catalysts for stereoselective asymmetric hydrogenation of â̂€-and â̂ -functionalized ketones. J Org Chem 1994; 59: 3064-3076.
    • (1994) J Org Chem , vol.59 , pp. 3064-3076
    • Mashima, K.1    Kusano, K.-H.2    Sato, N.3    Matsumura, Y.-I.4    Nozaki, K.5    Kumobayashi, H.6    Sayo, N.7    Hori, Y.8    Ishizaki, T.9
  • 31
    • 79955897582 scopus 로고    scopus 로고
    • Catalytic asymmetric hydrogenation of N-boc-imidazoles and oxazoles
    • Kuwano R, Kameyama N, Ikeda R,. Catalytic asymmetric hydrogenation of N-boc-imidazoles and oxazoles. J Am Chem Soc 2011; 133: 7312-7315.
    • (2011) J Am Chem Soc , vol.133 , pp. 7312-7315
    • Kuwano, R.1    Kameyama, N.2    Ikeda, R.3
  • 32
    • 84863627511 scopus 로고    scopus 로고
    • Enantioselective synthesis of 1-aryl-tetrahydroisoquinolines through iridium catalyzed asymmetric hydrogenation
    • Berhal F, Wu ZI, Zhang Z, Ayad T, Ratovelomanana-Vidal V,. Enantioselective synthesis of 1-aryl-tetrahydroisoquinolines through iridium catalyzed asymmetric hydrogenation. Org Lett 2012; 14: 3308-3311.
    • (2012) Org Lett , vol.14 , pp. 3308-3311
    • Berhal, F.1    Wu, Z.I.2    Zhang, Z.3    Ayad, T.4    Ratovelomanana-Vidal, V.5
  • 33
    • 84881458331 scopus 로고    scopus 로고
    • Ru(II) pyridyl-based NNN complex catalysts for (asymmetric) transfer hydrogenation of ketones at room temperature
    • Du W, Wang Q, Yu Z,. Ru(II) pyridyl-based NNN complex catalysts for (asymmetric) transfer hydrogenation of ketones at room temperature. Chin J Catal 2013; 34: 1373-1377.
    • (2013) Chin J Catal , vol.34 , pp. 1373-1377
    • Du, W.1    Wang, Q.2    Yu, Z.3
  • 34
    • 84881609817 scopus 로고    scopus 로고
    • Enantioselective synthesis of anti- Â̂ -Amido- Â̂€ -hydroxy esters via asymmetric transfer hydrogenation coupled with dynamic kinetic resolution
    • Villacreza M, Somfai P,. Enantioselective synthesis of anti- â̂ -amido- â̂€ -hydroxy esters via asymmetric transfer hydrogenation coupled with dynamic kinetic resolution. Tetrahedron Lett 2013; 54: 5266-5268.
    • (2013) Tetrahedron Lett , vol.54 , pp. 5266-5268
    • Villacreza, M.1    Somfai, P.2
  • 35
    • 84878016592 scopus 로고    scopus 로고
    • Synthesis of BINAP ligands with imidazole tags for highly enantioselective Ru-catalyzed asymmetric hydrogenation of â̂ -keto esters in ionic liquid systems
    • Jin X, Kong F-j, Yang Z-q, Cui F-f,. Synthesis of BINAP ligands with imidazole tags for highly enantioselective Ru-catalyzed asymmetric hydrogenation of â̂ -keto esters in ionic liquid systems. J Mol Cat A Chem 2013; 374-375: 22-26.
    • (2013) J Mol Cat A Chem , vol.4375 , pp. 22-26
    • Jin, X.1    Kong, F.-J.2    Yang, Z.-Q.3    Cui, F.-F.4
  • 37
    • 0037010695 scopus 로고    scopus 로고
    • Desymmetrisation of prochiral ketones using lipases
    • Carnell AJ,. Desymmetrisation of prochiral ketones using lipases. J Mol Cat B Enzym 2002; 19-20: 83-92.
    • (2002) J Mol Cat B Enzym , vol.1920 , pp. 83-92
    • Carnell, A.J.1
  • 38
    • 0027276331 scopus 로고
    • The enzymatic Baeyer-Villiger oxidation: A study of 4-substituted cyclohexanones
    • Taschner MJ, Black DJ, Chen Q-Z,. The enzymatic Baeyer-Villiger oxidation: a study of 4-substituted cyclohexanones. Tetrahedron: Asymmetry 1993; 4: 1387-1390.
    • (1993) Tetrahedron: Asymmetry , vol.4 , pp. 1387-1390
    • Taschner, M.J.1    Black, D.J.2    Chen, Q.-Z.3
  • 39
    • 0038205325 scopus 로고    scopus 로고
    • Efficient synthesis of enantiomers of 1-amino-2,2- difluorocyclopropanecarboxylic acid via lipase-catalyzed desymmetrization of prochiral precursors
    • Kirihara M, Kawasaki M, Takuwa T, Kakuda H, Wakikawa T, Takeuch Y, Kirk KL,. Efficient synthesis of enantiomers of 1-amino-2,2- difluorocyclopropanecarboxylic acid via lipase-catalyzed desymmetrization of prochiral precursors. Tetrahedron: Asymmetry 2003; 14: 1753-1761.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 1753-1761
    • Kirihara, M.1    Kawasaki, M.2    Takuwa, T.3    Kakuda, H.4    Wakikawa, T.5    Takeuch, Y.6    Kirk, K.L.7
  • 40
    • 84892683802 scopus 로고    scopus 로고
    • Synthetic organic chemistry advances
    • Stinson SC,. Synthetic organic chemistry advances. Chem Eng News 2001; 37: 25-29.
    • (2001) Chem Eng News , vol.37 , pp. 25-29
    • Stinson, S.C.1
  • 41
    • 85050296727 scopus 로고
    • Kinetic resolution
    • Eliel E.L. Wilen S.H. editors.
    • Fiaud JC, Kagan HB,. Kinetic resolution. In:, Eliel EL, Wilen SH, editors. Top Stereochem 1988; 18: 249-340.
    • (1988) Top Stereochem , vol.18 , pp. 249-340
    • Fiaud, J.C.1    Kagan, H.B.2
  • 42
    • 0002178750 scopus 로고    scopus 로고
    • Practical considerations in kinetic resolution reactions
    • Keith JM, Larrow JF, Jacobsen EN,. Practical considerations in kinetic resolution reactions. Adv Synth Catal 2001; 343: 5-26.
    • (2001) Adv Synth Catal , vol.343 , pp. 5-26
    • Keith, J.M.1    Larrow, J.F.2    Jacobsen, E.N.3
  • 46
    • 0042888728 scopus 로고    scopus 로고
    • Entrapment of Pseudomonas cepacia lipase with peracetylated cyclodextrin in sol-gel: Application to the kinetic resolution of secondary alcohols
    • Ghanem A, Schurig V,. Entrapment of Pseudomonas cepacia lipase with peracetylated cyclodextrin in sol-gel: application to the kinetic resolution of secondary alcohols. Tetrahedron: Asymmetry 2003; 14: 2547-2555.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 2547-2555
    • Ghanem, A.1    Schurig, V.2
  • 47
    • 0037421232 scopus 로고    scopus 로고
    • Lipase-catalyzed access to enantiomerically pure (R)- and (S)-trans-4-phenyl-3-butene-2-ol
    • Ghanem A, Schurig V,. Lipase-catalyzed access to enantiomerically pure (R)- and (S)-trans-4-phenyl-3-butene-2-ol. Tetrahedron: Asymmetry 2003; 14: 57-62.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 57-62
    • Ghanem, A.1    Schurig, V.2
  • 48
    • 37049113625 scopus 로고
    • Preparation of optically active 2,2V-dihydroxy-1,1V-binaphthyl via microbial resolution of the corresponding racemic diester
    • Fujimoto Y, Iwadated H, Ikekawa N,. Preparation of optically active 2,2V-dihydroxy-1,1V-binaphthyl via microbial resolution of the corresponding racemic diester. J Chem Soc Chem Commun 1985; 1333-1334.
    • (1985) J Chem Soc Chem Commun , pp. 1333-1334
    • Fujimoto, Y.1    Iwadated, H.2    Ikekawa, N.3
  • 49
    • 0142165183 scopus 로고    scopus 로고
    • Access to optically active 2,2 V-dihydroxy-6,6'-dimethoxy-1,1 V-biphenyl by a simple biocatalytic procedure
    • Sanfilippo C, Nicolosi G, Delogu G, Fabbri D, Dettori MA,. Access to optically active 2,2 V-dihydroxy-6,6'-dimethoxy-1,1 V-biphenyl by a simple biocatalytic procedure. Tetrahedron: Asymmetry 2003; 14: 3267-3270.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 3267-3270
    • Sanfilippo, C.1    Nicolosi, G.2    Delogu, G.3    Fabbri, D.4    Dettori, M.A.5
  • 53
    • 84885070657 scopus 로고    scopus 로고
    • Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase
    • Chimni SS, Kaur K, Bala N,. Highly enantioselective kinetic resolution of trans-2-(phenylthio)cyclohexanol derivatives by immobilized Candida antartica B lipase. J Mol Cat B Enzym 2013; 96: 67-74.
    • (2013) J Mol Cat B Enzym , vol.96 , pp. 67-74
    • Chimni, S.S.1    Kaur, K.2    Bala, N.3
  • 54
    • 84883659398 scopus 로고    scopus 로고
    • Kinetic resolution of propargylic alcohols via stereoselective acylation catalyzed by lipase PS-30
    • Chen P, Zhu X,. Kinetic resolution of propargylic alcohols via stereoselective acylation catalyzed by lipase PS-30. J Mol Cat B Enzym 2013; 97: 184-188.
    • (2013) J Mol Cat B Enzym , vol.97 , pp. 184-188
    • Chen, P.1    Zhu, X.2
  • 55
    • 0002923489 scopus 로고
    • Stereoselective organic synthesis via dynamic kinetic resolution
    • Noyori R, Tokunaga M, Kitamura M,. Stereoselective organic synthesis via dynamic kinetic resolution. Bull Chem Soc Jpn 1995; 68: 36-55.
    • (1995) Bull Chem Soc Jpn , vol.68 , pp. 36-55
    • Noyori, R.1    Tokunaga, M.2    Kitamura, M.3
  • 56
    • 0033556602 scopus 로고    scopus 로고
    • Biocatalytic transformation of racemates into chiral building blocks in 100% chemical yield and 100% enantiomeric excess
    • Strauss UT, Felfer U,. Biocatalytic transformation of racemates into chiral building blocks in 100% chemical yield and 100% enantiomeric excess. Tetrahedron: Asymmetry 1999; 10: 107-117.
    • (1999) Tetrahedron: Asymmetry , vol.10 , pp. 107-117
    • Strauss, U.T.1    Felfer, U.2
  • 58
    • 1242315536 scopus 로고    scopus 로고
    • Chemoenzymatic dynamic kinetic resolution
    • Oscar P, Backvall JE,. Chemoenzymatic dynamic kinetic resolution. Trends Biotechnol 2004; 22: 130-135.
    • (2004) Trends Biotechnol , vol.22 , pp. 130-135
    • Oscar, P.1    Backvall, J.E.2
  • 61
    • 84860817082 scopus 로고    scopus 로고
    • Dynamic kinetic resolution of â̂€ -keto esters via asymmetric transfer hydrogenation
    • Steward KM, Gentry EC, Johnson JS,. Dynamic kinetic resolution of â̂€ -keto esters via asymmetric transfer hydrogenation. J Am Chem Soc 2012; 134: 7329-7332.
    • (2012) J Am Chem Soc , vol.134 , pp. 7329-7332
    • Steward, K.M.1    Gentry, E.C.2    Johnson, J.S.3
  • 62
    • 84881183602 scopus 로고    scopus 로고
    • Highly efficient dynamic kinetic resolution of secondary aromatic alcohols using a low-cost solid super acid as a racemization catalyst
    • Xu G, Wang L, Chen Y, Cheng Y, Wu J, Yang L,. Highly efficient dynamic kinetic resolution of secondary aromatic alcohols using a low-cost solid super acid as a racemization catalyst. Tetrahedron Lett 2013; 54: 5026-5030.
    • (2013) Tetrahedron Lett , vol.54 , pp. 5026-5030
    • Xu, G.1    Wang, L.2    Chen, Y.3    Cheng, Y.4    Wu, J.5    Yang, L.6
  • 63
    • 84880131548 scopus 로고    scopus 로고
    • Dynamic kinetic resolution of â̂ -keto- Â̂ -amino esters using Ru-DTBM-Sunphos catalyzed asymmetric hydrogenation
    • Lia X, Taoa X, Maa X, Lia W, Zhaoa M, Xiea X, Ayadb T, Vidalb VR, Zhang Z,. Dynamic kinetic resolution of â̂ -keto- â̂ -amino esters using Ru-DTBM-Sunphos catalyzed asymmetric hydrogenation. Tetrahedron 2013; 69: 7152-7156.
    • (2013) Tetrahedron , vol.69 , pp. 7152-7156
    • Lia, X.1    Taoa, X.2    Maa, X.3    Lia, W.4    Zhaoa, M.5    Xiea, X.6    Ayadb, T.7    Vidalb, V.R.8    Zhang, Z.9
  • 64
    • 84893946389 scopus 로고    scopus 로고
    • Hasegawa S, Sato H, Kato T,. JP 02032046, 1990
    • Hasegawa S, Sato H, Kato T,. JP 02032046, 1990.
  • 65
    • 84893946497 scopus 로고    scopus 로고
    • Hasegawa S, Sato H, Kato T, Koyama Y,. JP 02001429, 1990
    • Hasegawa S, Sato H, Kato T, Koyama Y,. JP 02001429, 1990.
  • 68
    • 0037207268 scopus 로고    scopus 로고
    • Preparative chiral chromatographic resolution of enantiomers in drug discovery
    • Anderson S, Allenmark SG,. Preparative chiral chromatographic resolution of enantiomers in drug discovery. J Biochem Biophys Methods 2002; 54: 11-23.
    • (2002) J Biochem Biophys Methods , vol.54 , pp. 11-23
    • Anderson, S.1    Allenmark, S.G.2
  • 69
    • 0037207245 scopus 로고    scopus 로고
    • Resolution of chiral drugs by liquid chromatography based upon diastereomer formation with chiral derivatization reagents
    • Toyooka T., Resolution of chiral drugs by liquid chromatography based upon diastereomer formation with chiral derivatization reagents. J Biochem Biophys Methods 2002; 54: 25-56.
    • (2002) J Biochem Biophys Methods , vol.54 , pp. 25-56
    • Toyooka, T.1
  • 70
    • 0035717211 scopus 로고    scopus 로고
    • Chiral separation by chromatographic and electromigration techniques
    • Gubitz G, Schmid MG,. Chiral separation by chromatographic and electromigration techniques. A review. Biopharm Drug Dispos 2001; 22: 291-336.
    • (2001) A Review. Biopharm Drug Dispos , vol.22 , pp. 291-336
    • Gubitz, G.1    Schmid, M.G.2
  • 71
    • 0028057285 scopus 로고
    • Direct chiral HPLC separation of the enantiomers of fluorinated N-arylamino-1-arylmethylphosphonate esters. Substituent effects on the enantioselectivity
    • Caccamese S, Principato G,. Direct chiral HPLC separation of the enantiomers of fluorinated N-arylamino-1-arylmethylphosphonate esters. Substituent effects on the enantioselectivity. Tetrahedron: Asymmetry 1994; 5: 141-148.
    • (1994) Tetrahedron: Asymmetry , vol.5 , pp. 141-148
    • Caccamese, S.1    Principato, G.2
  • 72
    • 13244298300 scopus 로고    scopus 로고
    • Synthesis of 4-aryl-2-pyrrolidones and â̂ -aryl-1-amino- butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (±)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography
    • Garcia ALL, Carpes MJS, Deoca ACBM, dos Santos MAG, Santana CC, Correia CRD,. Synthesis of 4-aryl-2-pyrrolidones and â̂ -aryl-1-amino-butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (±)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography. J Org Chem 2005; 70: 1050-1053.
    • (2005) J Org Chem , vol.70 , pp. 1050-1053
    • Garcia, A.L.L.1    Carpes, M.J.S.2    Deoca, A.3    Dos Santos, M.A.G.4    Santana, C.C.5    Correia, C.R.D.6
  • 73
    • 34548502487 scopus 로고    scopus 로고
    • A validated LC method for separation and quantification of voriconazole and its enantiomer
    • Nagarjuna AK, Reddy P, Mukkanti K, Suryanarayana MV,. A validated LC method for separation and quantification of voriconazole and its enantiomer. Chromatographia 2007; 66: 439-441.
    • (2007) Chromatographia , vol.66 , pp. 439-441
    • Nagarjuna, A.K.1    Reddy, P.2    Mukkanti, K.3    Suryanarayana, M.V.4
  • 74
    • 53549093024 scopus 로고    scopus 로고
    • A validated chiral LC method for the separation and quantification of (S,R,S) enantiomer and (R,R,R)-isomer of aprepitant
    • Radhakrishnanand P, Rao DVS, Surendranath KV, Subrahmanyam D, Himabindu V,. A validated chiral LC method for the separation and quantification of (S,R,S) enantiomer and (R,R,R)-isomer of aprepitant. Chromatographia 2008; 68: 669-673.
    • (2008) Chromatographia , vol.68 , pp. 669-673
    • Radhakrishnanand, P.1    Rao, D.V.S.2    Surendranath, K.V.3    Subrahmanyam, D.4    Himabindu, V.5
  • 75
    • 70450185868 scopus 로고    scopus 로고
    • Preparative resolution of etodolac enantiomers by preferential crystallization method
    • Dung PT, Trung TQ, Kim KH,. Preparative resolution of etodolac enantiomers by preferential crystallization method. Arch Pharm Res 2009; 32: 1425-1431.
    • (2009) Arch Pharm Res , vol.32 , pp. 1425-1431
    • Dung, P.T.1    Trung, T.Q.2    Kim, K.H.3
  • 76
    • 84864943812 scopus 로고    scopus 로고
    • A convenient method for the enantiomeric separation of â̂€ -amino acid esters as benzophenone imine Schiff base derivatives
    • Huang H, Xu WJ, Jin J-Y, Hong JH, Shin H-J, Lee W,. A convenient method for the enantiomeric separation of â̂€ -amino acid esters as benzophenone imine Schiff base derivatives. Arch Pharm Res 2012; 35: 1015-1019.
    • (2012) Arch Pharm Res , vol.35 , pp. 1015-1019
    • Huang, H.1    Xu, W.J.2    Jin, J.-Y.3    Hong, J.H.4    Shin, H.-J.5    Lee, W.6
  • 77
    • 84878390763 scopus 로고    scopus 로고
    • A validated normal phase LC method for enantiomeric separation of rasagiline mesylate and its (S)-enantiomer on cellulose derivative-based chiral stationary phase
    • Reddy PS, Babu KS, Kumar N,. A validated normal phase LC method for enantiomeric separation of rasagiline mesylate and its (S)-enantiomer on cellulose derivative-based chiral stationary phase. Chirality 2013; 25: 324-327.
    • (2013) Chirality , vol.25 , pp. 324-327
    • Reddy, P.S.1    Babu, K.S.2    Kumar, N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.