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Volumn 61, Issue 26, 1996, Pages 9207-9212

Nucleic acid related compounds. 93. A solution for the historic problem of regioselective sugar-base coupling to produce 9-glycosylguanines or 7-glycosylguanines

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDE; GUANINE DERIVATIVE;

EID: 0030460963     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9617023     Document Type: Article
Times cited : (109)

References (31)
  • 10
    • 0025879048 scopus 로고
    • Coupling catalyzed by TMSOTf: (a) Mikhailopulo, I. A.; Poopeiko, N. E.; Pricota, T. I.; Sivets, G. G.; Kvasyuk, E. I.; Balzarini, J.; De Clercq, E. J. Med. Chem. 1991, 34, 2195. (b) Sheppard, T. L.; Rosenblatt, A. T.; Breslow, R. J. Org. Chem. 1994, 59, 7243. (c) Chamberlain, S. D.; Biron, K. K.; Dornsife, R. E.; Averett, D. R.; Beauchamp, L.; Koszalka, G. W. J. Med. Chem. 1994, 37, 1371.
    • (1991) J. Med. Chem. , vol.34 , pp. 2195
    • Mikhailopulo, I.A.1    Poopeiko, N.E.2    Pricota, T.I.3    Sivets, G.G.4    Kvasyuk, E.I.5    Balzarini, J.6    De Clercq, E.7
  • 11
    • 0028605636 scopus 로고
    • Coupling catalyzed by TMSOTf: (a) Mikhailopulo, I. A.; Poopeiko, N. E.; Pricota, T. I.; Sivets, G. G.; Kvasyuk, E. I.; Balzarini, J.; De Clercq, E. J. Med. Chem. 1991, 34, 2195. (b) Sheppard, T. L.; Rosenblatt, A. T.; Breslow, R. J. Org. Chem. 1994, 59, 7243. (c) Chamberlain, S. D.; Biron, K. K.; Dornsife, R. E.; Averett, D. R.; Beauchamp, L.; Koszalka, G. W. J. Med. Chem. 1994, 37, 1371.
    • (1994) J. Org. Chem. , vol.59 , pp. 7243
    • Sheppard, T.L.1    Rosenblatt, A.T.2    Breslow, R.3
  • 12
    • 0028291074 scopus 로고
    • Coupling catalyzed by TMSOTf: (a) Mikhailopulo, I. A.; Poopeiko, N. E.; Pricota, T. I.; Sivets, G. G.; Kvasyuk, E. I.; Balzarini, J.; De Clercq, E. J. Med. Chem. 1991, 34, 2195. (b) Sheppard, T. L.; Rosenblatt, A. T.; Breslow, R. J. Org. Chem. 1994, 59, 7243. (c) Chamberlain, S. D.; Biron, K. K.; Dornsife, R. E.; Averett, D. R.; Beauchamp, L.; Koszalka, G. W. J. Med. Chem. 1994, 37, 1371.
    • (1994) J. Med. Chem. , vol.37 , pp. 1371
    • Chamberlain, S.D.1    Biron, K.K.2    Dornsife, R.E.3    Averett, D.R.4    Beauchamp, L.5    Koszalka, G.W.6
  • 13
    • 0021832866 scopus 로고
    • 4: (a) Poopeiko, N. E.; Kvasyuk, E. I.; Mikhailopulo, I. A.; Lidkas, M. J. Synthesis 1985, 605. (b) Rao, T. S.; Durland R. H.; Revenkar G. R. J. Heterocycl. Chem. 1994, 31, 935. (c) Hunziker, J.; Priestley, E. S.; Brunar, H.; Dervan, P. B. J. Am. Chem. Soc. 1996, 117, 2661. (d) Reference 7b.
    • (1985) Synthesis , pp. 605
    • Poopeiko, N.E.1    Kvasyuk, E.I.2    Mikhailopulo, I.A.3    Lidkas, M.J.4
  • 14
    • 0028027434 scopus 로고
    • 4: (a) Poopeiko, N. E.; Kvasyuk, E. I.; Mikhailopulo, I. A.; Lidkas, M. J. Synthesis 1985, 605. (b) Rao, T. S.; Durland R. H.; Revenkar G. R. J. Heterocycl. Chem. 1994, 31, 935. (c) Hunziker, J.; Priestley, E. S.; Brunar, H.; Dervan, P. B. J. Am. Chem. Soc. 1996, 117, 2661. (d) Reference 7b.
    • (1994) J. Heterocycl. Chem. , vol.31 , pp. 935
    • Rao, T.S.1    Durland, R.H.2    Revenkar, G.R.3
  • 15
    • 0028986580 scopus 로고    scopus 로고
    • 4: (a) Poopeiko, N. E.; Kvasyuk, E. I.; Mikhailopulo, I. A.; Lidkas, M. J. Synthesis 1985, 605. (b) Rao, T. S.; Durland R. H.; Revenkar G. R. J. Heterocycl. Chem. 1994, 31, 935. (c) Hunziker, J.; Priestley, E. S.; Brunar, H.; Dervan, P. B. J. Am. Chem. Soc. 1996, 117, 2661. (d) Reference 7b.
    • (1996) J. Am. Chem. Soc. , vol.117 , pp. 2661
    • Hunziker, J.1    Priestley, E.S.2    Brunar, H.3    Dervan, P.B.4
  • 16
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    • Reference 7b
    • 4: (a) Poopeiko, N. E.; Kvasyuk, E. I.; Mikhailopulo, I. A.; Lidkas, M. J. Synthesis 1985, 605. (b) Rao, T. S.; Durland R. H.; Revenkar G. R. J. Heterocycl. Chem. 1994, 31, 935. (c) Hunziker, J.; Priestley, E. S.; Brunar, H.; Dervan, P. B. J. Am. Chem. Soc. 1996, 117, 2661. (d) Reference 7b.
  • 20
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    • Ph.D. Dissertation, University of Alberta
    • (b) Zou, R. Ph.D. Dissertation, University of Alberta, 1986.
    • (1986)
    • Zou, R.1
  • 21
    • 12644269763 scopus 로고    scopus 로고
    • note
    • 13C NMR correlations for 7/9 isomer structures and examples of couplings to give anomeric 2′-deoxyguanosines and arabino analogues are in ref 10b.
  • 22
    • 12644298242 scopus 로고    scopus 로고
    • unpublished results
    • 10b and derivatives of 2-amino-6-(alkyl and aryl)thiopurines, their sulfone oxidation products, and 2-amino-6-[(diisopropylcarbamoyl)oxy]purine (Zou, R.; Guo, Z. unpublished results).
    • Zou, R.1    Guo, Z.2
  • 23
    • 0004305462 scopus 로고
    • Townsend, L. B., Tipson, S., Eds.; Wiley: New York
    • Hrebabecky, H.; Farkas, J. In Nucleic Acid Chemistry, Townsend, L. B., Tipson, S., Eds.; Wiley: New York, 1978; Part I, pp 13-15.
    • (1978) Nucleic Acid Chemistry , Issue.1 PART , pp. 13-15
    • Hrebabecky, H.1    Farkas, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.