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Volumn 5, Issue 15, 2005, Pages 1541-1558

Olefin metathesis route to antiviral nucleosides

Author keywords

[No Author keywords available]

Indexed keywords

1 [(2 HYDROXYETHOXY)METHYL] 6 (PHENYLTHIO)THYMINE; 3 DEAZA NEPLANOCIN A; 9 (2',3' DIHYDROXYCYCLOPENT 4' ENYL) 3 DEAZAADENINE; 9 (2',3' DIHYDROXYCYCLOPENT 4' ENYL)ADENINE; ABACAVIR; ACICLOVIR; ADEFOVIR; ALKENE DERIVATIVE; ANTIVIRUS AGENT; ARISTEROMYCIN; CARBOVIR; CIDOFOVIR; CYCLOPENTENONE; CYTIDINE DERIVATIVE; DIDANOSINE; GANCICLOVIR; LAMIVUDINE; NEPLANOCIN A; NEPLANOCIN DERIVATIVE; NUCLEOSIDE DERIVATIVE; RUTHENIUM; STAVUDINE; UNCLASSIFIED DRUG; VALACICLOVIR; ZIDOVUDINE;

EID: 29744456209     PISSN: 15680266     EISSN: None     Source Type: Journal    
DOI: 10.2174/156802605775009739     Document Type: Review
Times cited : (26)

References (126)
  • 1
    • 1542763298 scopus 로고
    • Ring-closing Metathesis and Related Processes in Organic Synthesis
    • Reviews on applications of RCM:
    • Reviews on applications of RCM: (a) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Ring-closing Metathesis and Related Processes in Organic Synthesis. Acc. Chem. Res. 1995, 28, 446-452.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 446-452
    • Grubbs, R.H.1    Miller, S.J.2    Fu, G.C.3
  • 2
    • 33750239613 scopus 로고
    • Catalytic Ring-closing Metathesis: A New, Powerful Technique for Carbon-carbon Coupling in Organic Synthesis
    • (b) Schmalz, H.-G. Catalytic Ring-closing Metathesis: A New, Powerful Technique for Carbon-carbon Coupling in Organic Synthesis. Angew. Chem., Int. Ed. Engl. 1995, 34, 1833-1936.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 1833-1936
    • Schmalz, H.-G.1
  • 4
    • 0032580376 scopus 로고    scopus 로고
    • Recent Advances in Olefin Metathesis and its Application in Organic Synthesis
    • (d) Grubbs, R. H.; Chang, S. Recent Advances in Olefin Metathesis and its Application in Organic Synthesis. Tetrahedron 1998, 54, 4413-4450.
    • (1998) Tetrahedron , vol.54 , pp. 4413-4450
    • Grubbs, R.H.1    Chang, S.2
  • 5
    • 3343012187 scopus 로고    scopus 로고
    • Olefin Metathesis
    • (e) Grubbs, R. H. Olefin Metathesis Tetrahedron 2004, 60, 7117-7140.
    • (2004) Tetrahedron , vol.60 , pp. 7117-7140
    • Grubbs, R.H.1
  • 6
    • 0033516491 scopus 로고    scopus 로고
    • Olefin Metathesis by Molybdenum Imido Alkylidene Catalysts
    • (f) Schrock, R. R. Olefin Metathesis by Molybdenum Imido Alkylidene Catalysts. Tetrahedron 1999, 55, 8141-8153.
    • (1999) Tetrahedron , vol.55 , pp. 8141-8153
    • Schrock, R.R.1
  • 7
    • 0034746687 scopus 로고    scopus 로고
    • 2Ru=CHR Olefin Metathesis Catalysts: An Organometallic Success Story
    • 2Ru=CHR Olefin Metathesis Catalysts: an Organometallic Success Story. Acc. Chem. Res. 2001, 34, 18-29.
    • (2001) Acc. Chem. Res. , vol.34 , pp. 18-29
    • Trnka, T.M.1    Grubbs, R.H.2
  • 8
    • 20544443728 scopus 로고    scopus 로고
    • Methathesis Strategy in Nucleoside Chemistry
    • Amblard, F.; Nolan, S. P.; Agrofoglio, L. A. Methathesis Strategy in Nucleoside Chemistry. Tetrahedron 2005, 61, 7067-7080.
    • (2005) Tetrahedron , vol.61 , pp. 7067-7080
    • Amblard, F.1    Nolan, S.P.2    Agrofoglio, L.A.3
  • 9
    • 0001077422 scopus 로고
    • Synthesis of Molybdenum Imido Alkylidene Complexes and Some Reactions Involving Acyclic Olefins
    • Schrock, R.R.; Murdzek, J. S.; Bazan, G. C.; Robbins, J.; DiMare, M.; O'Regan, M. Synthesis of Molybdenum Imido Alkylidene Complexes and Some Reactions Involving Acyclic Olefins. J. Am. Chem. Soc. 1990, 112, 3875-3886.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 3875-3886
    • Schrock, R.R.1    Murdzek, J.S.2    Bazan, G.C.3    Robbins, J.4    DiMare, M.5    O'Regan, M.6
  • 10
    • 0001263185 scopus 로고
    • The Application of Catalytic Ring-closing Olefin Metathesis to the Synthesis of Unsaturated Oxygen Heterocycles
    • (a) Fu, G. C.; Grubbs, R. H. The Application of Catalytic Ring-closing Olefin Metathesis to the Synthesis of Unsaturated Oxygen Heterocycles. J. Am. Chem. Soc. 1992, 114, 5426-5427.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5426-5427
    • Fu, G.C.1    Grubbs, R.H.2
  • 11
    • 78249281266 scopus 로고
    • Catalytic Ring-closing Metathesis of Functionalized Dienes by a Ruthenium Carbene Complex
    • (b) Fu, G. C.; Nguyen, S. T.; Grubbs, R. H. Catalytic Ring-closing Metathesis of Functionalized Dienes by a Ruthenium Carbene Complex. J. Am. Chem. Soc. 1993, 115, 9856-9857.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9856-9857
    • Fu, G.C.1    Nguyen, S.T.2    Grubbs, R.H.3
  • 12
    • 0033582991 scopus 로고    scopus 로고
    • Increased Ring Closing Metathesis Activity of Ruthenium-based Olefin Metathesis Catalysts Coordinated with Imidazolin-2-ylidene Ligands
    • (c) Scholl, M.; Trnka, T. M.; Morgan, J. P.; Grubbs, R. H. Increased Ring Closing Metathesis Activity of Ruthenium-based Olefin Metathesis Catalysts Coordinated with Imidazolin-2-ylidene Ligands. Tetrahedron Lett. 1999, 40, 2247-2250.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2247-2250
    • Scholl, M.1    Trnka, T.M.2    Morgan, J.P.3    Grubbs, R.H.4
  • 14
    • 0030893870 scopus 로고    scopus 로고
    • Ru-Catalyzed Rearrangement of Styrenyl Ethers. Enantioselective Synthesis of Chromenes through Zr- and Ru-Catalyzed Processes
    • (b) Harrity, J. P. A.; Visser, M. S.; Gleason, J. D.; Hoveyda, A. H. Ru-Catalyzed Rearrangement of Styrenyl Ethers. Enantioselective Synthesis of Chromenes through Zr- and Ru-Catalyzed Processes. J. Am. Chem. Soc. 1997, 119, 1488-1489.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 1488-1489
    • Harrity, J.P.A.1    Visser, M.S.2    Gleason, J.D.3    Hoveyda, A.H.4
  • 15
    • 0034734340 scopus 로고    scopus 로고
    • Efficient and Recyclable Monomeric and Dendritic Ru-Based Metathesis Catalysts
    • Garber, S. B.; Kingsbury, J. S.; Gray, B. L.; Hoveyda, A. H. Efficient and Recyclable Monomeric and Dendritic Ru-Based Metathesis Catalysts. J. Am. Chem. Soc. 2000, 122, 8168-8179.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 8168-8179
    • Garber, S.B.1    Kingsbury, J.S.2    Gray, B.L.3    Hoveyda, A.H.4
  • 16
    • 0033620417 scopus 로고    scopus 로고
    • Olefin Metathesis-active Ruthenium Complexes Bearing a Nucleophilic Carbene Ligand
    • Huang, J.; Stevens, E. D.; Nolan, S. P.; Peterson, J. L. Olefin Metathesis-active Ruthenium Complexes Bearing a Nucleophilic Carbene Ligand. J. Am. Chem. Soc. 1999, 121, 2674-2678
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 2674-2678
    • Huang, J.1    Stevens, E.D.2    Nolan, S.P.3    Peterson, J.L.4
  • 17
    • 0021227696 scopus 로고
    • A Potent Inhibitor of S-adenosylhomocysteine Hydrolase and of Vaccinia Virus Multiplication in Mouse L929 cells
    • Borchardt, R.; Keller, B.; Patel-Thrombe, U. Neplanocin A. A Potent Inhibitor of S-adenosylhomocysteine Hydrolase and of Vaccinia Virus Multiplication in Mouse L929 cells. J. Biol. Chem. 1984, 259, 4353-4358.
    • (1984) J. Biol. Chem. , vol.259 , pp. 4353-4358
    • Borchardt, R.1    Keller, B.2    Patel-Thrombe, U.3    Neplanocin, A.4
  • 18
    • 0018265468 scopus 로고
    • mRNA(nucleoside-2′-)-methyltransferase from Vaccinia Virus. Characteristics and Substrate Specificity
    • (a) Barbosa, E.; Moss, B. mRNA(nucleoside-2′-)-methyltransferase from Vaccinia Virus. Characteristics and Substrate Specificity. J. Biol. Chem. 1978, 253, 7698-7702.
    • (1978) J. Biol. Chem. , vol.253 , pp. 7698-7702
    • Barbosa, E.1    Moss, B.2
  • 19
    • 0018082484 scopus 로고
    • 3-Deazaadenosine, an Inhibitor of Adenosylhomocysteine Hydrolase, Inhibits Reproduction of Rous Sarcoma Virus and Transformation of Chick Embryo Cells
    • (b) Bader, J. P.; Brown, N. R.; Chiang, P. K.; Cantoni, G. L. 3-Deazaadenosine, an Inhibitor of Adenosylhomocysteine Hydrolase, Inhibits Reproduction of Rous Sarcoma Virus and Transformation of Chick Embryo Cells. Virology 1978, 89, 494-505.
    • (1978) Virology , vol.89 , pp. 494-505
    • Bader, J.P.1    Brown, N.R.2    Chiang, P.K.3    Cantoni, G.L.4
  • 20
    • 0023917897 scopus 로고
    • Effects of 9-(trans-2′,trans-3′- dihydroxycyclopent-4′-enyl)-adenine and -3-Deazaadenine on the Metabolism of S-adenosylhomocysteine in Mouse L929 cells
    • Hasobe, M.; McKee, J. G.; Borcherding, D. R.; Keller, B. T.; Borchardt, R. T. Effects of 9-(trans-2′,trans-3′- dihydroxycyclopent-4′-enyl)-adenine and -3-Deazaadenine on the Metabolism of S-adenosylhomocysteine in Mouse L929 cells. Mol. Pharmacol. 1988, 33, 713-720.
    • (1988) Mol. Pharmacol. , vol.33 , pp. 713-720
    • Hasobe, M.1    McKee, J.G.2    Borcherding, D.R.3    Keller, B.T.4    Borchardt, R.T.5
  • 21
    • 0021840054 scopus 로고
    • Antiviral and Antimetabolic Activities of Neplanocins
    • De Clercq, E. Antiviral and Antimetabolic Activities of Neplanocins. Antimicrob. Agents Chemother. 1985, 28, 84-89
    • (1985) Antimicrob. Agents Chemother. , vol.28 , pp. 84-89
    • De Clercq, E.1
  • 22
    • 0021705332 scopus 로고
    • A Cyclopentene Analog of Adenosine with Specificity for Inhibiting RNA Methylation
    • (a) Glazer, R. I.; Knode, M. C. Neplanocin A. A Cyclopentene Analog of Adenosine with Specificity for Inhibiting RNA Methylation. J. Biol. Chem. 1984, 259, 12964-12969.
    • (1984) J. Biol. Chem. , vol.259 , pp. 12964-12969
    • Glazer, R.I.1    Knode, M.C.2    Neplanocin, A.3
  • 23
    • 0022551981 scopus 로고
    • Biochemical Mode of Cytotoxic Action of Neplanocin A in L1210 leukemic cells
    • (b) Inaba, M.; Nagashima, S.; Tsukagoshi, S.; Sakurai, Y. Biochemical Mode of Cytotoxic Action of Neplanocin A in L1210 leukemic cells. Cancer Res. 1986, 46, 1063-1067.
    • (1986) Cancer Res. , vol.46 , pp. 1063-1067
    • Inaba, M.1    Nagashima, S.2    Tsukagoshi, S.3    Sakurai, Y.4
  • 24
    • 0026571540 scopus 로고
    • New neplanocin analogs. 1. Synthesis of 6′-Modified Neplanocin A Derivatives as Broad-spectrum Antiviral Agents
    • (a) Shuto, S.; Obara, T.; Torija, M.; Hosoya, M.; Snoeck, R.; Andrei, G.; Balzarini, J.; De Clercq, E. New neplanocin analogs. 1. Synthesis of 6′-Modified Neplanocin A Derivatives as Broad-spectrum Antiviral Agents. J. Med. Chem. 1992, 35, 324-331.
    • (1992) J. Med. Chem. , vol.35 , pp. 324-331
    • Shuto, S.1    Obara, T.2    Torija, M.3    Hosoya, M.4    Snoeck, R.5    Andrei, G.6    Balzarini, J.7    De Clercq, E.8
  • 26
    • 0028265168 scopus 로고
    • New Neplanocin Analogues. III. 6′ R-configuration is Essential for the Antiviral Activity of 6′-C-methyl-3-deazaneplanocin A's
    • (c) Shuto, S.; Obara, T.; Kosugi, Y.; Toriya, M.; Yaginuma, S.; Shigeta, S.; Matsuda, A. New Neplanocin Analogues. III. 6′ R-configuration is Essential for the Antiviral Activity of 6′-C-methyl-3-deazaneplanocin A's. Biomed. Chem. Lett. 1994, 4, 605-608.
    • (1994) Biomed. Chem. Lett. , vol.4 , pp. 605-608
    • Shuto, S.1    Obara, T.2    Kosugi, Y.3    Toriya, M.4    Yaginuma, S.5    Shigeta, S.6    Matsuda, A.7
  • 27
    • 0029894001 scopus 로고    scopus 로고
    • New Neplanocin Analogues. 6. Synthesis and Potent Antiviral Activity of 6′-Homoneplanocin A
    • (d) Shuto, S.; Obara, T.; Saito, Y.; Andrei, G.; Snoeck, R.; De Clercq, E. New Neplanocin Analogues. 6. Synthesis and Potent Antiviral Activity of 6′-Homoneplanocin A. J. Med. Chem. 1996, 39, 2392-2399.
    • (1996) J. Med. Chem. , vol.39 , pp. 2392-2399
    • Shuto, S.1    Obara, T.2    Saito, Y.3    Andrei, G.4    Snoeck, R.5    De Clercq, E.6
  • 28
    • 0023813086 scopus 로고
    • Potential Inhibitors of S-adenosylmethionine-dependent Methyltransferases. 11. Molecular Dissections of Neplanocin A as Potential Inhibitors of S-adenosylhomocysteine Hydrolase
    • (a) Borcherding, D. R.; Narayanan, S.; Hasobe, M.; McKee, J. G.; Keller, B. T.; Borchardt, R. T. Potential Inhibitors of S-adenosylmethionine-dependent Methyltransferases. 11. Molecular Dissections of Neplanocin A as Potential Inhibitors of S-adenosylhomocysteine Hydrolase. J. Med. Chem. 1988, 31, 1729-1738.
    • (1988) J. Med. Chem. , vol.31 , pp. 1729-1738
    • Borcherding, D.R.1    Narayanan, S.2    Hasobe, M.3    McKee, J.G.4    Keller, B.T.5    Borchardt, R.T.6
  • 30
    • 0021741593 scopus 로고
    • Cyclopentenyluridine and Cyclopentenylcytidine Analogs as Inhibitors of Uridine-cytidine kinase
    • (a) Lim, M.; Moyer, D.; Cysyk, R.; Marquez, V. Cyclopentenyluridine and Cyclopentenylcytidine Analogs as Inhibitors of Uridine-cytidine kinase. J. Med. Chem. 1984, 27, 1536-1538.
    • (1984) J. Med. Chem. , vol.27 , pp. 1536-1538
    • Lim, M.1    Moyer, D.2    Cysyk, R.3    Marquez, V.4
  • 31
    • 0026586698 scopus 로고
    • The Controlled Stereospecific Reduction of Cyclopentenyl Cytosine (CPE-C) to Carbodine and Isocarbodine
    • (b) Russ, P.; Hegedus, L.; Kelley, J.; Barchi, J.; Marquez, V. The Controlled Stereospecific Reduction of Cyclopentenyl Cytosine (CPE-C) to Carbodine and Isocarbodine. Nucleosides & Nucleotides 1992, 11, 351-363.
    • (1992) Nucleosides & Nucleotides , vol.11 , pp. 351-363
    • Russ, P.1    Hegedus, L.2    Kelley, J.3    Barchi, J.4    Marquez, V.5
  • 32
    • 0026323525 scopus 로고
    • Psicoplanocin A. A Synthetic Carbocyclic Nucleoside with the Combined Structural Features of Neplanocin A and Psicofaranine
    • (c) Marquez, V.; Bodenteich, M. Psicoplanocin A. A Synthetic Carbocyclic Nucleoside with the Combined Structural Features of Neplanocin A and Psicofaranine. Nucleosides & Nucleotides 1991, 10, 311-314.
    • (1991) Nucleosides & Nucleotides , vol.10 , pp. 311-314
    • Marquez, V.1    Bodenteich, M.2
  • 33
    • 0025005292 scopus 로고
    • Synthesis of (±)-Psicoplanocin A.: A Carbocyclic Nucleoside Combining the Structural Features of Psicoflaranine and Neplanocin A
    • (d) Bodenteich, M.; Marquez, V. Synthesis of (±)-Psicoplanocin A.: A Carbocyclic Nucleoside Combining the Structural Features of Psicoflaranine and Neplanocin A. Tetrahedron Lett. 1990, 31, 5977-5980.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 5977-5980
    • Bodenteich, M.1    Marquez, V.2
  • 34
    • 0025185806 scopus 로고
    • Synthesis and Biological Activity of Ara- and 2′-deoxycyclopentenyl Cytosine Nucleoside Analogs
    • (e) S. Kim, S.; R. Fuller, R.; V. Marquez, V. Synthesis and Biological Activity of Ara- and 2′-deoxycyclopentenyl Cytosine Nucleoside Analogs. Nucleosides & Nucleotides 1990, 9, 663-677.
    • (1990) Nucleosides & Nucleotides , vol.9 , pp. 663-677
    • Kim, S.1    Fuller, R.2    Marquez, V.3
  • 35
    • 0024391354 scopus 로고
    • E-ring Deoxy Analogs of Etoposide
    • (f) Paisley, S.; Wolfe, M.; Borchardt, R. E-ring Deoxy Analogs of Etoposide. J. Med. Chem. 1989, 32, 1418-1420.
    • (1989) J. Med. Chem. , vol.32 , pp. 1418-1420
    • Paisley, S.1    Wolfe, M.2    Borchardt, R.3
  • 37
    • 0020775374 scopus 로고
    • Enantioselective Synthesis of the Carbocyclic Nucleosides (-)-Aristeromycin and (-)-Neplanocin A by a Chemicoenzymatic Approach
    • Arita, M.; Adachi, K.; Ito, Y.; Sawa, H.; Ohno, M. Enantioselective Synthesis of the Carbocyclic Nucleosides (-)-Aristeromycin and (-)-Neplanocin A by a Chemicoenzymatic Approach. J. Am. Chem. Soc. 1983, 105, 4049-4055.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 4049-4055
    • Arita, M.1    Adachi, K.2    Ito, Y.3    Sawa, H.4    Ohno, M.5
  • 38
    • 37049072898 scopus 로고
    • An Enantioconvergent Route to Carbocyclic Nucleosides (-)-Aristeromycin and (-)-Neplanocin a via the Asymmetric Diels-Alder Reaction
    • Arai, Y.; Hayashi, Y.; Yamamoto, M.; Takayema, H.; Koizumi, T. An Enantioconvergent Route to Carbocyclic Nucleosides (-)-Aristeromycin and (-)-Neplanocin a via the Asymmetric Diels-Alder Reaction. J. Chem. Soc. Perkin Trans. 11988, 3133-3140.
    • (1988) J. Chem. Soc. Perkin Trans. , pp. 3133-3140
    • Arai, Y.1    Hayashi, Y.2    Yamamoto, M.3    Takayema, H.4    Koizumi, T.5
  • 39
    • 0028913187 scopus 로고
    • 6-Deoxycarbovir: A xanthine oxidase activated prodrug of carbovir
    • (a) Vince, R.; Brownell, J.; Beers, S. A. 6-Deoxycarbovir: a xanthine oxidase activated prodrug of carbovir. Nucleosides Nucleotides 1995, 14, 39-44.
    • (1995) Nucleosides Nucleotides , vol.14 , pp. 39-44
    • Vince, R.1    Brownell, J.2    Beers, S.A.3
  • 40
    • 0025228628 scopus 로고
    • Efficient Enantioselective Syntheses of Carbocyclic Nucleoside and Prostaglandin Synthons
    • (b) Mashhood, S.; Ramesh, K.; Borchardt, R. Efficient Enantioselective Syntheses of Carbocyclic Nucleoside and Prostaglandin Synthons. Tetrahedron Lett. 1990, 31, 1509-1512.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 1509-1512
    • Mashhood, S.1    Ramesh, K.2    Borchardt, R.3
  • 41
    • 6844254916 scopus 로고    scopus 로고
    • Asymmetric Transition Metal-catalyzed Allylic Alkylations
    • (a) Trost, B. M.; Van Vranken, D. L. Asymmetric Transition Metal-catalyzed Allylic Alkylations. Chem. Rev. 1996, 96, 395-422.
    • (1996) Chem. Rev. , vol.96 , pp. 395-422
    • Trost, B.M.1    Van Vranken, D.L.2
  • 42
    • 2542632182 scopus 로고    scopus 로고
    • Designing a Receptor for Molecular Recognition in a Catalytic Synthetic Reaction: Allylic alkylation
    • (b) Trost, B. M. Designing a Receptor for Molecular Recognition in a Catalytic Synthetic Reaction: allylic alkylation. Acc. Chem. Res. 1996, 29, 355-364.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 355-364
    • Trost, B.M.1
  • 43
    • 0031562461 scopus 로고    scopus 로고
    • An Enantio- and Diastereo-controlled Synthesis of (-)-Neplanocin A and its 2,3-di-epi isomer
    • (c) Trost, B. M.; Madsen, R.; Guile, S. D. An Enantio- and Diastereo-controlled Synthesis of (-)-Neplanocin A and its 2,3-di-epi isomer. Tetrahedron Lett. 1997, 38, 1707-1710.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 1707-1710
    • Trost, B.M.1    Madsen, R.2    Guile, S.D.3
  • 44
    • 0037944068 scopus 로고    scopus 로고
    • Palladium-assisted Routes to Nucleosides
    • Agrofoglio, L. A.; Gillaizeau, I.; Saito, Y. Palladium-assisted Routes to Nucleosides. Chem. Rev. 2003, 103, 1875-1916.
    • (2003) Chem. Rev. , vol.103 , pp. 1875-1916
    • Agrofoglio, L.A.1    Gillaizeau, I.2    Saito, Y.3
  • 45
    • 0035842161 scopus 로고    scopus 로고
    • Enantioselective Synthesis of Carba-L-furanose Precursors of Carbanucleosides, using Ring-closing Metathesis
    • (a) Gillaizeau, I.; Charamon, S.; Agrofoglio, L. A. Enantioselective Synthesis of Carba-L-furanose Precursors of Carbanucleosides, using Ring-closing Metathesis. Tetrahedron Lett. 2001, 42, 8817-8819.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 8817-8819
    • Gillaizeau, I.1    Charamon, S.2    Agrofoglio, L.A.3
  • 46
    • 4444272887 scopus 로고    scopus 로고
    • Synthesis of L-Cyclopentenyl Nucleosides using Ring-closing Metathesis and Palladium-mediated Allylic Alkylation Methodologies
    • (b) Agrofoglio, L. A.; Amblard, F.; Nolan, S. P.; Charamon, S.; Gillaizeau, I.; Zevaco, T. A.; Guenot, P. Synthesis of L-Cyclopentenyl Nucleosides using Ring-closing Metathesis and Palladium-mediated Allylic Alkylation Methodologies. Tetrahedron, 2004, 60, 8397-8404.
    • (2004) Tetrahedron , vol.60 , pp. 8397-8404
    • Agrofoglio, L.A.1    Amblard, F.2    Nolan, S.P.3    Charamon, S.4    Gillaizeau, I.5    Zevaco, T.A.6    Guenot, P.7
  • 47
    • 0242491901 scopus 로고    scopus 로고
    • Practical Synthesis of D- and L-2-Cyclopentenone and Their Utility for the Synthesis of Carbocyclic Antiviral Nucleosides against Orthopox Viruses (Smallpox, Monkeypox, and Cowpox Virus)
    • Jin, Y. H.; Liu, P.; Wang, J.; Baker, R.; Huggins, J.; Chu, C. K. Practical Synthesis of D- and L-2-Cyclopentenone and Their Utility for the Synthesis of Carbocyclic Antiviral Nucleosides against Orthopox Viruses (Smallpox, Monkeypox, and Cowpox Virus). J. Org. Chem. 2003, 68, 9012-9018.
    • (2003) J. Org. Chem. , vol.68 , pp. 9012-9018
    • Jin, Y.H.1    Liu, P.2    Wang, J.3    Baker, R.4    Huggins, J.5    Chu, C.K.6
  • 48
    • 0037015428 scopus 로고    scopus 로고
    • Stereoselective Synthesis of a Novel Apio Analogue of Neplanocin A as Potential S-Adenosylhomocysteine Hydrolase Inhibitor
    • Moon, H. R.; Kim, H. O.; Lee, K. M.; Chun, M. W.; Kim, J. H.; Jeong, L. S. Stereoselective Synthesis of a Novel Apio Analogue of Neplanocin A as Potential S-Adenosylhomocysteine Hydrolase Inhibitor. Org. Lett. 2002, 4, 3501-3503.
    • (2002) Org. Lett. , vol.4 , pp. 3501-3503
    • Moon, H.R.1    Kim, H.O.2    Lee, K.M.3    Chun, M.W.4    Kim, J.H.5    Jeong, L.S.6
  • 49
    • 0035932075 scopus 로고    scopus 로고
    • Synthesis Using Ring Closure Metathesis and Effect on Nucleoside Transport of a (N)-Methanocarba S-(4-Nitrobenzyl)thioinosine Derivative
    • Lee, K.; Cass, C.; Jacobson, K. A. Synthesis Using Ring Closure Metathesis and Effect on Nucleoside Transport of a (N)-Methanocarba S-(4-Nitrobenzyl)thioinosine Derivative. Org. Lett. 2001, 3, 597-599.
    • (2001) Org. Lett. , vol.3 , pp. 597-599
    • Lee, K.1    Cass, C.2    Jacobson, K.A.3
  • 50
    • 0016205276 scopus 로고
    • Potential Inhibitors of S-Adenosylmethionine-dependent Methyltransferases. 1. Modification of the Amino Acid Portion of S-Adenosylhomocysteine
    • a) Borchardt, R. T.; Wu, Y. S. Potential Inhibitors of S-Adenosylmethionine-dependent Methyltransferases. 1. Modification of the Amino Acid Portion of S-Adenosylhomocysteine. J. Med Chem. 1974, 17, 862-868.
    • (1974) J. Med Chem. , vol.17 , pp. 862-868
    • Borchardt, R.T.1    Wu, Y.S.2
  • 51
    • 0020471023 scopus 로고
    • Effects of S-Adenosylhomocysteine Analogs on Vaccinia Viral mRNA Synthesis and Methylation
    • (b) Pugh, C. S. G.; Borchardt, R. T. Effects of S-Adenosylhomocysteine Analogs on Vaccinia Viral mRNA Synthesis and Methylation. Biochemistry 1982, 21, 1535-1541.
    • (1982) Biochemistry , vol.21 , pp. 1535-1541
    • Pugh, C.S.G.1    Borchardt, R.T.2
  • 52
    • 0021914026 scopus 로고
    • Potential Inhibitors of S-Adenosylmethionine-Dependent Methyltransferases. 10. Base- and Amino Acid Modified Analogs of S-Aristeromycinyl-L-homocysteine
    • (c) Houston, D. M.; Matuszewska, B.; Borchardt, R. T. Potential Inhibitors of S-Adenosylmethionine-Dependent Methyltransferases. 10. Base- and Amino Acid Modified Analogs of S-Aristeromycinyl-L-homocysteine. J. Med. Chem. 1985, 28, 478-482.
    • (1985) J. Med. Chem. , vol.28 , pp. 478-482
    • Houston, D.M.1    Matuszewska, B.2    Borchardt, R.T.3
  • 53
    • 0021948745 scopus 로고
    • Potential Inhibitors of S-Adenosylmethionine-dependent Methyltransferases. 9. 2′,3′-Dialdehyde Derivatives of Carbocyclic Purine Nucleosides as Inhibitors of S-adenosylhomocysteine hydrolase
    • Houston, D. M.; Dolence, E. K.; Keller, B. T.; Patel-Thrombre, U.; Borchardt, R. T. Potential Inhibitors of S-Adenosylmethionine-dependent Methyltransferases. 9. 2′,3′-Dialdehyde Derivatives of Carbocyclic Purine Nucleosides as Inhibitors of S-adenosylhomocysteine hydrolase. J. Med. Chem. 1985, 28, 471-477.
    • (1985) J. Med. Chem. , vol.28 , pp. 471-477
    • Houston, D.M.1    Dolence, E.K.2    Keller, B.T.3    Patel-Thrombre, U.4    Borchardt, R.T.5
  • 54
    • 0027327020 scopus 로고
    • (1′R,2′S,3′R)-9-(2′, 3′-dihydroxycyclopentan-l′-yl)-adenine and -3-deaza-adenine: Analogs of aristeromycin which exhibit potent antiviral activity with reduced cytotoxicity
    • Hasobe, M.; Liang, H.; Ault-Riche, D. B.; Borcherding, D. R.; Wolfe, M. S.; Borchardt, R. T. (1′R,2′S,3′R)-9-(2′, 3′-dihydroxycyclopentan-l′-yl)-adenine and -3-deaza-adenine: analogs of aristeromycin which exhibit potent antiviral activity with reduced cytotoxicity. Antiviral Chem. Chemother. 1993, 4, 245-248.
    • (1993) Antiviral Chem. Chemother. , vol.4 , pp. 245-248
    • Hasobe, M.1    Liang, H.2    Ault-Riche, D.B.3    Borcherding, D.R.4    Wolfe, M.S.5    Borchardt, R.T.6
  • 55
    • 0026761069 scopus 로고
    • The Synthesis and Antiviral Properties of (±)-5′-Noraristeromycin and Related Purine Carbocyclic Nucleosides. A New Lead for Anti-human Cytomegalovirus agent design
    • Patil, S. D.; Schneller, S. W.; Hosoya, M.; Snoeck, R.; Andrei, G.; Balzarini, J.; De Clercq, E. The Synthesis and Antiviral Properties of (±)-5′-Noraristeromycin and Related Purine Carbocyclic Nucleosides. A New Lead for Anti-human Cytomegalovirus agent design. J. Med. Chem. 1992, 35, 3372-3377.
    • (1992) J. Med. Chem. , vol.35 , pp. 3372-3377
    • Patil, S.D.1    Schneller, S.W.2    Hosoya, M.3    Snoeck, R.4    Andrei, G.5    Balzarini, J.6    De Clercq, E.7
  • 56
    • 0028246661 scopus 로고
    • An Epimer of 5′-Noraristeromycin and Its Antiviral Properties
    • Siddiqi, S. M.; Chen, X.; Schneller, S. W. An Epimer of 5′-Noraristeromycin and Its Antiviral Properties. J. Med. Chem. 1994, 37, 1382-1384.
    • (1994) J. Med. Chem. , vol.37 , pp. 1382-1384
    • Siddiqi, S.M.1    Chen, X.2    Schneller, S.W.3
  • 57
    • 33947333596 scopus 로고
    • 9-[b-DL-2α,3α-Dihydroxy-4-(hydroxymethyl)- cyclopentyl]adenine, the Carbocyclic Analog of Adenosine
    • (a) Shealy, Y.; Clayton, J. 9-[b-DL-2α,3α-Dihydroxy-4-(hydroxymethyl)- cyclopentyl]adenine, the Carbocyclic Analog of Adenosine. J. Am. Chem. Soc. 1966, 88, 3885-3887.
    • (1966) J. Am. Chem. Soc. , vol.88 , pp. 3885-3887
    • Shealy, Y.1    Clayton, J.2
  • 58
    • 0028235882 scopus 로고
    • Synthesis of Carbocyclic 2′,3′-Dideoxy-2′-C-hydroxymethyl Nucleosides as Potential Inhibitors of HIV
    • (b) Rosenquist, A.; Kvarnstrom, L; Svensson, S. C. T.; Classon, B.; Samuelsson, B. Synthesis of Carbocyclic 2′,3′-Dideoxy-2′-C-hydroxymethyl Nucleosides as Potential Inhibitors of HIV. J. Org. Chem. 1994, 59, 1779-1782.
    • (1994) J. Org. Chem. , vol.59 , pp. 1779-1782
    • Rosenquist, A.1    Kvarnstrom, L.2    Svensson, S.C.T.3    Classon, B.4    Samuelsson, B.5
  • 59
    • 0026567167 scopus 로고
    • Synthesis of Chiral Carbocyclic Nucleosides
    • (c) Borthwick, A. D.; Biggadike, K. Synthesis of Chiral Carbocyclic Nucleosides. Tetrahedron 1992, 48, 571-623.
    • (1992) Tetrahedron , vol.48 , pp. 571-623
    • Borthwick, A.D.1    Biggadike, K.2
  • 61
    • 84986663315 scopus 로고
    • Total Synthesis of (-)-Aristeromycin
    • (a) Bestmann, H. J.; Roth, D. Total Synthesis of (-)-Aristeromycin. Synlett 1990, 751-753.
    • (1990) Synlett , pp. 751-753
    • Bestmann, H.J.1    Roth, D.2
  • 62
    • 0023628495 scopus 로고
    • Synthesis of Analogs of Neplanocin A: Utilization of Optically Active Dihydroxycyclopentenones Derived from Carbohydrates
    • (b) Borcherding, D. R.; Scholtz, S. A.; Borchardt, R. T. Synthesis of Analogs of Neplanocin A: Utilization of Optically Active Dihydroxycyclopentenones Derived from Carbohydrates. J. Org. Chem. 1987, 52, 5457-5761.
    • (1987) J. Org. Chem. , vol.52 , pp. 5457-5761
    • Borcherding, D.R.1    Scholtz, S.A.2    Borchardt, R.T.3
  • 63
    • 0035929402 scopus 로고    scopus 로고
    • Syntheses of D- and L-Cyclopentenone Derivatives Using Ring-Closing Metathesis: Versatile Intermediates for the Synthesis of D- and L-Carbocyclic Nucleosides
    • Choi, W. J.; Park, Yoo, S. J.; Kim, H. O.; Moon, H. R.; Chun, M. W.; Jung, Y. H.; Jeong, L. S. Syntheses of D- and L-Cyclopentenone Derivatives Using Ring-Closing Metathesis: Versatile Intermediates for the Synthesis of D- and L-Carbocyclic Nucleosides. J. Org. Chem. 2001, 66, 6490-6494.
    • (2001) J. Org. Chem. , vol.66 , pp. 6490-6494
    • Choi, W.J.1    Park Yoo, S.J.2    Kim, H.O.3    Moon, H.R.4    Chun, M.W.5    Jung, Y.H.6    Jeong, L.S.7
  • 64
    • 0037150597 scopus 로고    scopus 로고
    • Improved and alternative synthesis of D- and L-Cyclopentenone Derivatives, the Versatile Intermediates for the Snthesis of Carbocyclic Nucleosides
    • (a) Moon, H. R.; Choi, W. J.; Kim, H. O.; Jeong, L. S. Improved and alternative synthesis of D- and L-Cyclopentenone Derivatives, the Versatile Intermediates for the Snthesis of Carbocyclic Nucleosides. Tetrahedron: Asym. 2002, 13, 1189-1193.
    • (2002) Tetrahedron: Asym. , vol.13 , pp. 1189-1193
    • Moon, H.R.1    Choi, W.J.2    Kim, H.O.3    Jeong, L.S.4
  • 65
    • 2442701577 scopus 로고    scopus 로고
    • Preparation of Carbocyclic S-Adenosylazamethionine Accompanied by a Practical Synthesis of (-)-Aristeromycin
    • (b) Yang, M.; Ye, W.; Schneller, S. W. Preparation of Carbocyclic S-Adenosylazamethionine Accompanied by a Practical Synthesis of (-)-Aristeromycin. J. Org. Chem. 2004, 69, 3993-3996.
    • (2004) J. Org. Chem. , vol.69 , pp. 3993-3996
    • Yang, M.1    Ye, W.2    Schneller, S.W.3
  • 66
    • 0029011730 scopus 로고
    • Toward Improved Anti-HIV Chemotherapy: Therapeutic Strategies for Intervention with HIV Infections
    • De Clercq, E. Toward Improved Anti-HIV Chemotherapy: Therapeutic Strategies for Intervention with HIV Infections. J. Med. Chem. 1995, 38, 2491-2517.
    • (1995) J. Med. Chem. , vol.38 , pp. 2491-2517
    • De Clercq, E.1
  • 67
    • 0032490986 scopus 로고    scopus 로고
    • New Developments in the Enantioselective Synthesis of Cyclopentyl Carbocyclic Nucleosides
    • Crimmins, M. T. New Developments in the Enantioselective Synthesis of Cyclopentyl Carbocyclic Nucleosides. Tetrahedron 1998, 54, 9229-9272.
    • (1998) Tetrahedron , vol.54 , pp. 9229-9272
    • Crimmins, M.T.1
  • 68
    • 0000335222 scopus 로고
    • AIDS-driven Nucleoside Chemistry
    • Huryn, D. M.; Okabe, M. AIDS-driven Nucleoside Chemistry. Chem. Rev. 1992, 92, 1745-1768.
    • (1992) Chem. Rev. , vol.92 , pp. 1745-1768
    • Huryn, D.M.1    Okabe, M.2
  • 71
    • 0024554252 scopus 로고
    • General Syntheses of 2′,3′-Dideoxymicleosides and 2′,3′-Didehydro-2′,3′-Dideoxynucleosides
    • Chu, C.K.; Bhadti, V.S.; Doboszewski, B.; Gu, Z.P.; Kosugi, Y.; Pullaiah, K.C.; Van Roey, P.V. General Syntheses of 2′,3′-Dideoxymicleosides and 2′,3′-Didehydro-2′,3′-Dideoxynucleosides. J. Org. Chem. 1989, 54, 2217-2225.
    • (1989) J. Org. Chem. , vol.54 , pp. 2217-2225
    • Chu, C.K.1    Bhadti, V.S.2    Doboszewski, B.3    Gu, Z.P.4    Kosugi, Y.5    Pullaiah, K.C.6    Van Roey, P.V.7
  • 72
    • 0000903234 scopus 로고
    • A Mild Conversion of Vicinal Diols to Alkenes. Efficient Transformation of Ribonucleosides into 2-ene and 2′,3′-Dideoxynucleosides
    • (a) Robins, M.J.; Hansske, F.; Low, N.H.; Park, J.I. A Mild Conversion of Vicinal Diols to Alkenes. Efficient Transformation of Ribonucleosides into 2-ene and 2′,3′-Dideoxynucleosides. Tetrahedron Lett. 1984, 25, 367-370.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 367-370
    • Robins, M.J.1    Hansske, F.2    Low, N.H.3    Park, J.I.4
  • 74
    • 0028807212 scopus 로고
    • Nucleic Acid-Related Compounds. 88. Efficient Conversions of Ribonucleosides into Their 2′,3′-Anhydro, 2′(and 3′)-Deoxy, 2′,3′-Didehydro-2′,3′-dideoxy, and 2′,3′-Dideoxynucleoside Analogs
    • (c) Robins, M.J.; Wilson, J.S.; Madej, D.; Low, N.H.; Hansske, F.; Wnuk, S.F. Nucleic Acid-Related Compounds. 88. Efficient Conversions of Ribonucleosides into Their 2′,3′-Anhydro, 2′(and 3′)-Deoxy, 2′,3′-Didehydro-2′,3′-dideoxy, and 2′,3′-Dideoxynucleoside Analogs. J. Org. Chem. 1995, 60, 7902-7908.
    • (1995) J. Org. Chem. , vol.60 , pp. 7902-7908
    • Robins, M.J.1    Wilson, J.S.2    Madej, D.3    Low, N.H.4    Hansske, F.5    Wnuk, S.F.6
  • 75
    • 0029907726 scopus 로고    scopus 로고
    • Synthesis of 2′,3′-Didehydro-2′,3′-dideoxynucleosides by Reaction of 5′-Protected Nucleoside 2′,3′-Dimesylates with Telluride Dianion: A General Route from Cis Vicinal Diols to Olefins
    • (a) Clive, D.L; Wickens, P.L.; Sgarbi, P.W.M. Synthesis of 2′,3′-Didehydro-2′,3′-dideoxynucleosides by Reaction of 5′-Protected Nucleoside 2′,3′-Dimesylates with Telluride Dianion: A General Route from Cis Vicinal Diols to Olefins. J. Org. Chem. 1996, 61, 7426-7437.
    • (1996) J. Org. Chem. , vol.61 , pp. 7426-7437
    • Clive, D.L.1    Wickens, P.L.2    Sgarbi, P.W.M.3
  • 76
    • 0030989214 scopus 로고    scopus 로고
    • Synthesis of 2′,3′-Didehydro-2′,3′-dideoxynucleosides by Reaction of 5′-O-Protected Nucleoside 2′,3′-Dimesylates with Lithium Areneselenolates
    • (b) Clive, D.L.; Sgarbi, P.V.M.; Wickens, P.L. Synthesis of 2′,3′-Didehydro-2′,3′-dideoxynucleosides by Reaction of 5′-O-Protected Nucleoside 2′,3′-Dimesylates with Lithium Areneselenolates. J. Org. Chem. 1997, 62, 3751-3753.
    • (1997) J. Org. Chem. , vol.62 , pp. 3751-3753
    • Clive, D.L.1    Sgarbi, P.V.M.2    Wickens, P.L.3
  • 77
    • 0026720613 scopus 로고
    • A Highly Stereoselective Synthesis of Anti-HIV 2′,3′-Dideoxy- and 2′,3′-Didehydro-2′,3′-dideoxynucleosides
    • Beach, J.W.; Kim, H.O.; Jeong, L.S.; Nampalli, S.; Islam, Q.; Ahn, S.K.; Babu, J.R.; Chu, C.K. A Highly Stereoselective Synthesis of Anti-HIV 2′,3′-Dideoxy- and 2′,3′-Didehydro-2′,3′-dideoxynucleosides. J. Org. Chem. 1992, 57, 3887-3894.
    • (1992) J. Org. Chem. , vol.57 , pp. 3887-3894
    • Beach, J.W.1    Kim, H.O.2    Jeong, L.S.3    Nampalli, S.4    Islam, Q.5    Ahn, S.K.6    Babu, J.R.7    Chu, C.K.8
  • 78
    • 0030969781 scopus 로고    scopus 로고
    • Stereoselective Synthesis of 2′,3′-Dideoxynucleosides by Addition of Selenium Electrophiles to Glycals. A Formal Synthesis of D4T from 2-Deoxyribose
    • Díaz, Y.; El-Laghdach, A.; Matheu, I.; Castillón, S. Stereoselective Synthesis of 2′,3′-Dideoxynucleosides by Addition of Selenium Electrophiles to Glycals. A Formal Synthesis of D4T from 2-Deoxyribose. J. Org. Chem. 1997, 62, 1501-1505.
    • (1997) J. Org. Chem. , vol.62 , pp. 1501-1505
    • Díaz, Y.1    El-Laghdach, A.2    Matheu, I.3    Castillón, S.4
  • 79
    • 0034619116 scopus 로고    scopus 로고
    • Studies Directed Toward the Synthesis of Carba-D-arabinofuranose
    • (a) Seepersaud, M.; Al-Abed, Y. Studies Directed Toward the Synthesis of Carba-D-arabinofuranose. Tetrahedron Lett. 2000, 41, 7801-7803.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 7801-7803
    • Seepersaud, M.1    Al-Abed, Y.2
  • 80
    • 0037009749 scopus 로고    scopus 로고
    • Efficient Synthesis of Novel Carbocyclic Nucleosides via Sequential Claisen Rearrangement and Ring-closing metathesis
    • (b) Ko, O. H.; Hong, J. H. Efficient Synthesis of Novel Carbocyclic Nucleosides via Sequential Claisen Rearrangement and Ring-closing metathesis. Tetrahedron Lett. 2002, 43, 6399-6402.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 6399-6402
    • Ko, O.H.1    Hong, J.H.2
  • 81
    • 0037020648 scopus 로고    scopus 로고
    • Synthesis of 4′-C, 3′-O Bicyclic Thymidine Analogues using Ring Closure metathesis
    • (c) Montembault, M.; Bourgougnon, N.; Lebreton, J. Synthesis of 4′-C, 3′-O Bicyclic Thymidine Analogues using Ring Closure metathesis. Tetrahedron Lett. 2002, 43, 8091-8094.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 8091-8094
    • Montembault, M.1    Bourgougnon, N.2    Lebreton, J.3
  • 82
    • 0037325055 scopus 로고    scopus 로고
    • Straightforward Synthesis of Labeled and Unlabeled Pyrimidine d4Ns via 2′,3′-Diyne Seco Analogues through Olefin Metathesis Reactions
    • Gillaizeau, I.; Lagoja, I. M.; Nolan, S. P.; Aucagne, V.; Rozenski, J.; Herdewijn, P.; Agrofoglio, L. A. Straightforward Synthesis of Labeled and Unlabeled Pyrimidine d4Ns via 2′,3′-Diyne Seco Analogues through Olefin Metathesis Reactions. Eur. J. Org. Chem. 2003, 666-671.
    • (2003) Eur. J. Org. Chem. , pp. 666-671
    • Gillaizeau, I.1    Lagoja, I.M.2    Nolan, S.P.3    Aucagne, V.4    Rozenski, J.5    Herdewijn, P.6    Agrofoglio, L.A.7
  • 83
    • 0037198487 scopus 로고    scopus 로고
    • Specific Labelling of Nucleosides and Nucleotides with 13C and 15N
    • Milecki, J. Specific Labelling of Nucleosides and Nucleotides with 13C and 15N. J. Label. Compd. Radiopharm. 2002, 45, 307-337.
    • (2002) J. Label. Compd. Radiopharm. , vol.45 , pp. 307-337
    • Milecki, J.1
  • 84
    • 0141645230 scopus 로고    scopus 로고
    • Asymmetric Synthesis of Oxygen Heterocycles via Pd-catalyzed Dynamic Kinetic Asymmetric Transformations: Application to Nucleosides
    • Trost, B. M.; Brown, B. S.; McEachern, E. J.; Kuhn, O. Asymmetric Synthesis of Oxygen Heterocycles via Pd-catalyzed Dynamic Kinetic Asymmetric Transformations: Application to Nucleosides. Chem. Eur. J. 2003, 9, 4442-4451.
    • (2003) Chem. Eur. J. , vol.9 , pp. 4442-4451
    • Trost, B.M.1    Brown, B.S.2    McEachern, E.J.3    Kuhn, O.4
  • 86
    • 0025175018 scopus 로고
    • Synthesis and anti-HIV Activity of Carbocyclic 2′,3′-Didehydro-2′, 3′-dideoxy 2,6-disubstituted Purine Nucleosides
    • (b) Vince, R.; Hua, M. Synthesis and anti-HIV Activity of Carbocyclic 2′,3′-Didehydro-2′, 3′-dideoxy 2,6-disubstituted Purine Nucleosides. J. Med. Chem. 1990, 33, 17-21.
    • (1990) J. Med. Chem. , vol.33 , pp. 17-21
    • Vince, R.1    Hua, M.2
  • 87
    • 0026073984 scopus 로고
    • Carbovir: The (-)-Enantiomer is a Potent and Selective Antiviral Agent against Human Immunodeficiency Virus in vitro
    • Coates, J.; Ingall, H.; Pearson, B.; Penn, C.; Storer, R.; Williamson, C.; Cameron, J. Carbovir: the (-)-Enantiomer is a Potent and Selective Antiviral Agent against Human Immunodeficiency Virus in vitro. Antiviral Res. 1991, 15, 161-168.
    • (1991) Antiviral Res. , vol.15 , pp. 161-168
    • Coates, J.1    Ingall, H.2    Pearson, B.3    Penn, C.4    Storer, R.5    Williamson, C.6    Cameron, J.7
  • 90
    • 0030945276 scopus 로고    scopus 로고
    • Combination of Mutations in Human Immunodeficiency Virus type 1 Reverse Transcriptase Required for Resistance to the Carbocyclic Nucleoside 1592U89
    • (c) Tisdale, M.; Alnadaf, T.; Cousens, D. Combination of Mutations in Human Immunodeficiency Virus type 1 Reverse Transcriptase Required for Resistance to the Carbocyclic Nucleoside 1592U89. Antimicrob. Agents Chemother. 1997, 41, 1094.
    • (1997) Antimicrob. Agents Chemother. , vol.41 , pp. 1094
    • Tisdale, M.1    Alnadaf, T.2    Cousens, D.3
  • 92
    • 0030018804 scopus 로고    scopus 로고
    • An Efficient Asymmetric Approch to Carbocyclic Nucleosides: Asymmetric Synthesis of 1592U89, a Potent Inhibitor of HIV Reverse Transcriptase
    • Crimmins, M. T.; King, B. W. An Efficient Asymmetric Approch to Carbocyclic Nucleosides: Asymmetric Synthesis of 1592U89, a Potent Inhibitor of HIV Reverse Transcriptase. J. Org. Chem. 1996, 61, 4192-4193.
    • (1996) J. Org. Chem. , vol.61 , pp. 4192-4193
    • Crimmins, M.T.1    King, B.W.2
  • 93
    • 0034670585 scopus 로고    scopus 로고
    • An Efficient, General Asymmetric Synthesis of Carbocyclic Nucleosides: Application of an Asymmetric Aldol/Ring-Closing Metathesis Strategy
    • Crimmins, M. T.; King, B. W.; Zuercher, W. J.; Choy, A. An Efficient, General Asymmetric Synthesis of Carbocyclic Nucleosides: Application of an Asymmetric Aldol/Ring-Closing Metathesis Strategy. J. Org. Chem. 2000, 65, 8499-8509.
    • (2000) J. Org. Chem. , vol.65 , pp. 8499-8509
    • Crimmins, M.T.1    King, B.W.2    Zuercher, W.J.3    Choy, A.4
  • 94
    • 18744387239 scopus 로고    scopus 로고
    • Convenient Route to Btoh Enantiomers of a Highly Functionalized Trans-Disubstituted Cyclopentene. Synthesis of the Carbocyclic Core of the Nucleoside BCA
    • Banerjee, S.; Ghosh, S.; Sinha, S.; Ghosh, S. Convenient Route to Btoh Enantiomers of a Highly Functionalized Trans-Disubstituted Cyclopentene. Synthesis of the Carbocyclic Core of the Nucleoside BCA. J. Org. Chem. 2005, 70, 4199-4202.
    • (2005) J. Org. Chem. , vol.70 , pp. 4199-4202
    • Banerjee, S.1    Ghosh, S.2    Sinha, S.3    Ghosh, S.4
  • 95
    • 4544348663 scopus 로고    scopus 로고
    • Synthesis and Antiviral Activities of Novel 2′,4′- or 3′,4′-Doubly Branched Carbocyclic Nucleosides as Potential Antiviral Agents
    • Oh, C. H.; Hong, J. H. Synthesis and Antiviral Activities of Novel 2′,4′- or 3′,4′-Doubly Branched Carbocyclic Nucleosides as Potential Antiviral Agents. Arch. Pharm. Pharm. Med. Chem. 2004, 337, 457-463.
    • (2004) Arch. Pharm. Pharm. Med. Chem. , vol.337 , pp. 457-463
    • Oh, C.H.1    Hong, J.H.2
  • 96
    • 10644278901 scopus 로고    scopus 로고
    • Synthesis and Biological Evaluation of Novel 2′,3′,4′-Triply Branched Carbocyclic Nucleosides as Potential Antiviral Agents
    • Ko, O. H.; Hong, J. H. Synthesis and Biological Evaluation of Novel 2′,3′,4′-Triply Branched Carbocyclic Nucleosides as Potential Antiviral Agents. Arch. Pharm. Pharm. Med. Chem. 2004, 337, 579-586.
    • (2004) Arch. Pharm. Pharm. Med. Chem. , vol.337 , pp. 579-586
    • Ko, O.H.1    Hong, J.H.2
  • 98
    • 0022532716 scopus 로고
    • Chemistry and Antiviral Activities of Acyclonucleosides
    • (a) Chu, C. K.; Cutler, S. J. Chemistry and Antiviral Activities of Acyclonucleosides. J. Heterocycl. Chem. 1986, 23, 289-319.
    • (1986) J. Heterocycl. Chem. , vol.23 , pp. 289-319
    • Chu, C.K.1    Cutler, S.J.2
  • 100
    • 0031036704 scopus 로고    scopus 로고
    • HPMPC (cidofovir), PMEA (adefovir) and Related Acyclic Nucleoside Phosphonate Analogs: A Review of their Pharmacology and Clinical Potential in the Treatment of Viral Infections
    • (c) Naesens, L.; Snoeck, R.; Andrei, G.; Balzarini, J.; Neyts, J.; De Clercq, E. HPMPC (cidofovir), PMEA (adefovir) and Related Acyclic Nucleoside Phosphonate Analogs: a Review of their Pharmacology and Clinical Potential in the Treatment of Viral Infections. Antiviral. Chem. Chemother. 1997, 8, 1-23.
    • (1997) Antiviral. Chem. Chemother. , vol.8 , pp. 1-23
    • Naesens, L.1    Snoeck, R.2    Andrei, G.3    Balzarini, J.4    Neyts, J.5    De Clercq, E.6
  • 101
    • 0022592544 scopus 로고
    • Purine Acyclic Nucleosides. Unambiguous Synthesis of Acyclovir via a Furazano[3,4-d]pyrimidine
    • Kelley, J. L.; Schaeffer, H. J. Purine Acyclic Nucleosides. Unambiguous Synthesis of Acyclovir via a Furazano[3,4-d]pyrimidine. J. Heterocyclic Chem. 1986, 23, 271-273.
    • (1986) J. Heterocyclic Chem. , vol.23 , pp. 271-273
    • Kelley, J.L.1    Schaeffer, H.J.2
  • 102
    • 0019975382 scopus 로고
    • Nucleic Acid Related Compounds. 37. Convenient and High-yield Syntheses of N-[(2-Hydroxyethoxy)methyl]heterocycles as "Acyclic Nucleoside" analogs
    • (a) Robins, M. J.; Hatfield, P. W. Nucleic Acid Related Compounds. 37. Convenient and High-yield Syntheses of N-[(2-Hydroxyethoxy)methyl]heterocycles as "Acyclic Nucleoside" analogs. Can. J. Chem. 1982, 60, 547-553.
    • (1982) Can. J. Chem. , vol.60 , pp. 547-553
    • Robins, M.J.1    Hatfield, P.W.2
  • 103
    • 0029049571 scopus 로고
    • Synthesis and Antiviral Activity of Rigid Acyclonucleotide Analogs
    • (b) Tyms, A. S.; Kenny, M.; Navé, J.-F. Synthesis and Antiviral Activity of Rigid Acyclonucleotide Analogs. Bioorg. Med. Chem. Lett. 1995, 5, 1275-1280.
    • (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 1275-1280
    • Tyms, A.S.1    Kenny, M.2    Navé, J.-F.3
  • 104
    • 84982068675 scopus 로고
    • Nucleoside Syntheses. XXII. Nucleoside Synthesis with Trimethylsilyl triflate and Perchlorate as Catalysts
    • Vorbrüggen, H.; Krolikiewicz, K.; Bennua, B. Nucleoside Syntheses. XXII. Nucleoside Synthesis with Trimethylsilyl triflate and Perchlorate as Catalysts. Chem. Ber. 1981, 114, 1234-1255.
    • (1981) Chem. Ber. , vol.114 , pp. 1234-1255
    • Vorbrüggen, H.1    Krolikiewicz, K.2    Bennua, B.3
  • 106
    • 2042508445 scopus 로고
    • Thio Sugars. Part 7. Secouridines with Amino Groups in the Carbohydrate Component: Intramolecular Addition across the 5,6-Double Bond, and Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)- N-nitrosourea Residues
    • (a) McCormick, J. E.; McElhinney, R. S. Thio Sugars. Part 7. Secouridines with Amino Groups in the Carbohydrate Component: Intramolecular Addition across the 5,6-Double Bond, and Molecular Combination of 5-Fluorouracil and N-(2-Chloroethyl)- N-nitrosourea Residues. J. Chem. Res. 1981, 10, 310-311.
    • (1981) J. Chem. Res. , vol.10 , pp. 310-311
    • McCormick, J.E.1    McElhinney, R.S.2
  • 107
    • 0009323676 scopus 로고
    • Acyclic Nucleoside Analogs: Methods for the Preparation of 2′,3′-Secoguanosine, 5′-Deoxy-2′,3′-secoguanosine, and (R,S)-9-[1-(2-Hydroxyethoxy)-2-hydroxyethyl]guanine
    • (b) McGee, D. P. C.; Martin, J. C. Acyclic Nucleoside Analogs: Methods for the Preparation of 2′,3′-Secoguanosine, 5′-Deoxy-2′,3′-secoguanosine, and (R,S)-9-[1-(2-Hydroxyethoxy)-2-hydroxyethyl]guanine. Can. J. Chem. 1986, 64, 1885-1889.
    • (1986) Can. J. Chem. , vol.64 , pp. 1885-1889
    • McGee, D.P.C.1    Martin, J.C.2
  • 108
    • 0025287166 scopus 로고
    • The Chemistry of 2′,3′-Seconucleosides IV. Synthesis and Reactions of 3′-azido-2′, 3′-dideoxy-2′,3′-Secothymidine and Related Analogues
    • (c) Kumar, A.; Walker, R. T. The Chemistry of 2′,3′-Seconucleosides IV. Synthesis and Reactions of 3′-azido-2′,3′-dideoxy-2′,3′-Secothymidine and Related Analogues. Tetrahedron 1990, 46, 3101-3110.
    • (1990) Tetrahedron , vol.46 , pp. 3101-3110
    • Kumar, A.1    Walker, R.T.2
  • 109
    • 10044234084 scopus 로고    scopus 로고
    • Efficient Synthesis of Various Acycloalkenyl Derivatives of Pyrimidine using Cross-metathesis and Pd(0) Methodologies
    • (a) Amblard, F.; Nolan, S. P.; Schinazi, R. F.; Agrofoglio, L. A. Efficient Synthesis of Various Acycloalkenyl Derivatives of Pyrimidine using Cross-metathesis and Pd(0) Methodologies. Tetrahedron 2005, 61, 537-544.
    • (2005) Tetrahedron , vol.61 , pp. 537-544
    • Amblard, F.1    Nolan, S.P.2    Schinazi, R.F.3    Agrofoglio, L.A.4
  • 110
    • 0344413521 scopus 로고    scopus 로고
    • A New Route to Acyclic Nucleosides via Palladium-mediated Allylic Alkylation and Cross-metathesis
    • (b) Amblard, F.; Nolan, S. P.; Gillaizeau, I.; Agrofoglio, L. A. A New Route to Acyclic Nucleosides via Palladium-mediated Allylic Alkylation and Cross-metathesis. Tetrahedron Lett. 2003, 44, 9177-9180.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 9177-9180
    • Amblard, F.1    Nolan, S.P.2    Gillaizeau, I.3    Agrofoglio, L.A.4
  • 111
    • 12844249473 scopus 로고    scopus 로고
    • Synthesis and Antiviral Activity of Novel Acyclic Nucleosides in the 5-Alkynyl- and 6-Alkylfuro[2,3-d]pyrimidine series
    • (c) Amblard, F.; Aucagne, V.; Guenot, P.; Schinazi, R. F.; Agrofoglio, L. A. Synthesis and Antiviral Activity of Novel Acyclic Nucleosides in the 5-Alkynyl- and 6-Alkylfuro[2,3-d]pyrimidine series. Bioorg. Med. Chem. 2005, 13, 1239-1248.
    • (2005) Bioorg. Med. Chem. , vol.13 , pp. 1239-1248
    • Amblard, F.1    Aucagne, V.2    Guenot, P.3    Schinazi, R.F.4    Agrofoglio, L.A.5
  • 112
    • 0007423482 scopus 로고
    • Highly Selective Cross-metathesis of Terminal Olefins
    • Crowe, W. E.; Zhang, Z. J. Highly Selective Cross-metathesis of Terminal Olefins. J. Am. Chem. Soc. 1993, 115, 10998-10999.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10998-10999
    • Crowe, W.E.1    Zhang, Z.J.2
  • 113
    • 0000544191 scopus 로고
    • Acyclic Stereocontrol in the Addition of g-Akylthio-allylboronates to Aldehydes
    • Jaeger, V.; Schohe, R. Acyclic Stereocontrol in the Addition of g-Akylthio-allylboronates to Aldehydes. Tetrahedron 1984, 40, 2199-2210.
    • (1984) Tetrahedron , vol.40 , pp. 2199-2210
    • Jaeger, V.1    Schohe, R.2
  • 114
    • 0035937308 scopus 로고    scopus 로고
    • Synthesis of a Fluorinated Analogue of Anticancer Active Ether Lipids
    • Burchardt, A.; Takanashi, T.; Takeuchi, U.; Haufe, G. Synthesis of a Fluorinated Analogue of Anticancer Active Ether Lipids. J. Org. Chem. 2001, 66, 2078-2084.
    • (2001) J. Org. Chem. , vol.66 , pp. 2078-2084
    • Burchardt, A.1    Takanashi, T.2    Takeuchi, U.3    Haufe, G.4
  • 115
    • 33845554220 scopus 로고
    • Organoborates in New Synthetic Reactions
    • (a) Suzuki, A. Organoborates in New Synthetic Reactions. Acc. Chem. Res. 1982, 15, 178-184.
    • (1982) Acc. Chem. Res. , vol.15 , pp. 178-184
    • Suzuki, A.1
  • 116
    • 0346786657 scopus 로고    scopus 로고
    • Recent Advances in the Cross-coupling Reactions of Organoboron Derivatives with Organic Electrophiles, 1995-1998
    • (b) Suzuki, A. Recent Advances in the Cross-coupling Reactions of Organoboron Derivatives with Organic Electrophiles, 1995-1998. J. Organomet. Chem. 1999, 576, 147-168.
    • (1999) J. Organomet. Chem. , vol.576 , pp. 147-168
    • Suzuki, A.1
  • 117
    • 37049107259 scopus 로고
    • Stereoselective Synthesis of Arylated (E)-alkenes by the Reaction of Alk-1-enylboranes with Aryl halides in the Presence of Palladium Catalyst
    • (c) Miyaura, N.; Suzuki, A. Stereoselective Synthesis of Arylated (E)-alkenes by the Reaction of Alk-1-enylboranes with Aryl halides in the Presence of Palladium Catalyst. Chem. Commun. 1979, 866-867.
    • (1979) Chem. Commun. , pp. 866-867
    • Miyaura, N.1    Suzuki, A.2
  • 118
    • 49249152617 scopus 로고
    • A New Stereospecific Cross-coupling by the Palladium-catalyzed Reaction of I-Alkenylboranes with 1-Alkenyl or 1-alkynyl halides
    • (d) Miyaura, N.; Yamada, K.; Suzuki, A. A New Stereospecific Cross-coupling by the Palladium-catalyzed Reaction of I-Alkenylboranes with 1-Alkenyl or 1-alkynyl halides. Tetrahedron Lett. 1979, 20, 3437-3440.
    • (1979) Tetrahedron Lett. , vol.20 , pp. 3437-3440
    • Miyaura, N.1    Yamada, K.2    Suzuki, A.3
  • 119
    • 0020412285 scopus 로고
    • Synthesis and Biological Evaluation of 6-Ethynyluracil, a Thiol-specific Alkylating Pyrimidine
    • Schroeder, A.C.Bloch, A.; Perlman, J. L.; Bobek, M. Synthesis and Biological Evaluation of 6-Ethynyluracil, a Thiol-specific Alkylating Pyrimidine. J. Med. Chem. 1982, 25, 1255-1258.
    • (1982) J. Med. Chem. , vol.25 , pp. 1255-1258
    • Schroeder, A.C.1    Bloch, A.2    Perlman, J.L.3    Bobek, M.4
  • 120
    • 0026543676 scopus 로고
    • Structure-activity Relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine Analogs: Effect of Substitutions at the C-6 Phenyl ring and at the C-5 Position on anti-HIV-1 Activity
    • Tanaka, H.; Takashima, H.; Ubasawa, M.; Sekiya, K.; Nitta, I.; Baba, M.; Shigeta, S.; Walker, R. T.; De Clercq, E.; Miyasaka, T. Structure-activity Relationships of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine Analogs: Effect of Substitutions at the C-6 Phenyl ring and at the C-5 Position on anti-HIV-1 Activity. J. Med. Chem. 1992, 35, 337-345.
    • (1992) J. Med. Chem. , vol.35 , pp. 337-345
    • Tanaka, H.1    Takashima, H.2    Ubasawa, M.3    Sekiya, K.4    Nitta, I.5    Baba, M.6    Shigeta, S.7    Walker, R.T.8    De Clercq, E.9    Miyasaka, T.10
  • 121
    • 0001227351 scopus 로고
    • Sammes, P. G., vol. Ed.; Pergamon Press: Oxford, UK
    • (a) Hobbs, J. B. Comprehensive Medicinal Chemistry; Sammes, P. G., vol. Ed.; Pergamon Press: Oxford, UK, 1990; Vol 2, pp 299-331.
    • (1990) Comprehensive Medicinal Chemistry , vol.2 , pp. 299-331
    • Hobbs, J.B.1
  • 122
    • 0001939664 scopus 로고
    • Emmet J. C., vol. Ed.; Pergamon Press: Oxford, UK
    • (b) Jacobson, K. A. Comprehensive Medicinal Chemistry, Emmet J. C., vol. Ed.; Pergamon Press: Oxford, UK, 1990; Vol 3, pp 601-642.
    • (1990) Comprehensive Medicinal Chemistry , vol.3 , pp. 601-642
    • Jacobson, K.A.1
  • 123
    • 0026071537 scopus 로고
    • A New Class of HIV-1 Specific 6-substituted Acyclouridine Derivatives: Synthesis and anti-HIV-1 Activity of 5- or 6-Substituted Analogs of 1-[(2-Hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)
    • Tanaka, H.; Baba, M.; Hayakawa, H.; Sakamaki, T.; Miyasaka, T.; Ubasawa, M.; Takashima, H.; Sekiya, K.; Nitta, I.; Shigeta, S.; Walker, R. T.; Balzarini, J.; De Clercq, E. A New Class of HIV-1 Specific 6-substituted Acyclouridine Derivatives: Synthesis and anti-HIV-1 Activity of 5- or 6-Substituted Analogs of 1-[(2-Hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT). J. Med. Chem. 1991, 34, 349-357.
    • (1991) J. Med. Chem. , vol.34 , pp. 349-357
    • Tanaka, H.1    Baba, M.2    Hayakawa, H.3    Sakamaki, T.4    Miyasaka, T.5    Ubasawa, M.6    Takashima, H.7    Sekiya, K.8    Nitta, I.9    Shigeta, S.10    Walker, R.T.11    Balzarini, J.12    De Clercq, E.13
  • 124
    • 29744433569 scopus 로고
    • Claassen, V., Ed.; Elsevier: Amsterdam
    • (a) De Clercq, E. in "Trends in Drug Research"; Claassen, V., Ed.; Elsevier: Amsterdam, 1990; pp 133.
    • (1990) "Trends in Drug Research" , pp. 133
    • De Clercq, E.1
  • 125
    • 0025336166 scopus 로고
    • Inhibition of Avian Myeloblastosis Virus Reverse Transcriptase by Diphosphates of Acyclic Phosphonylmethyl Nucleotide Analogues
    • (b) Votruba, I.; Travnicek, M.; Rosenberg, I.; Otmar, M.; Hrebabecky, H.; Holy, A. Inhibition of Avian Myeloblastosis Virus Reverse Transcriptase by Diphosphates of Acyclic Phosphonylmethyl Nucleotide Analogues. Antiviral. Res. 1990, 13, 287-293.
    • (1990) Antiviral Res. , vol.13 , pp. 287-293
    • Votruba, I.1    Travnicek, M.2    Rosenberg, I.3    Otmar, M.4    Hrebabecky, H.5    Holy, A.6
  • 126
    • 0025837774 scopus 로고
    • Broad-spectrum anti-DNA Virus and Anti-retrovirus Activity of Phosphonylmethoxyalkylpurines and -Pyrimidines
    • (c) De Clercq, E. Broad-spectrum anti-DNA Virus and Anti-retrovirus Activity of Phosphonylmethoxyalkylpurines and -Pyrimidines. Biochem. Pharmacol. 1991, 42, 963-972.
    • (1991) Biochem. Pharmacol. , vol.42 , pp. 963-972
    • De Clercq, E.1


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