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Volumn 15, Issue 9, 1996, Pages 1447-1457

Radical-mediated cyclization of a 6-chloro-9-(2-deoxy-D-erythro-pent-1- enofuranosyl)-8-(2,2-dibromovinyl)purine

Author keywords

[No Author keywords available]

Indexed keywords

6 CHLORO 9 [2 DEOXY 3,5 O (TETRAISOPROPYLDISILOXAN 1,3 DIYL) DEXTRO ERYTHRO 1 ENOFURANOSYL] 8 (2,2 DIBROMOVINYL)PURINE; PURINE NUCLEOSIDE; UNCLASSIFIED DRUG; URACIL DERIVATIVE; VINYL DERIVATIVE;

EID: 0029794540     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319608002446     Document Type: Review
Times cited : (6)

References (32)
  • 15
    • 0027455150 scopus 로고
    • For C-C bond formations at the anomeric position of nucleosides: a) Haraguchi, K.; Itoh, Y.; Tanaka, H.; Yamaguchi, K.; Miyasaka, T. Tetrahedron Lett. 1993, 34, 6913-6916. b) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Gen, E.; Miyasaka, T. J. Org. Chem. 1995, 60, 656-662. c) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Matsumoto, K.; Nakamura, K. T.; Miyasaka, T. Tetrahedron Lett. 1995, 36, 3867-3870. d) Yoshimura, Y.; Kano, F.; Miyazaki, S.; Ashida, N.; Sakata, S.; Haraguchi, K.; Itoh, Y.; Tanaka, H.; Miyasaka, T. Nucleosides Nucleotides 1996, 15, 305-324.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 6913-6916
    • Haraguchi, K.1    Itoh, Y.2    Tanaka, H.3    Yamaguchi, K.4    Miyasaka, T.5
  • 16
    • 0028862807 scopus 로고
    • For C-C bond formations at the anomeric position of nucleosides: a) Haraguchi, K.; Itoh, Y.; Tanaka, H.; Yamaguchi, K.; Miyasaka, T. Tetrahedron Lett. 1993, 34, 6913-6916. b) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Gen, E.; Miyasaka, T. J. Org. Chem. 1995, 60, 656-662. c) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Matsumoto, K.; Nakamura, K. T.; Miyasaka, T. Tetrahedron Lett. 1995, 36, 3867-3870. d) Yoshimura, Y.; Kano, F.; Miyazaki, S.; Ashida, N.; Sakata, S.; Haraguchi, K.; Itoh, Y.; Tanaka, H.; Miyasaka, T. Nucleosides Nucleotides 1996, 15, 305-324.
    • (1995) J. Org. Chem. , vol.60 , pp. 656-662
    • Itoh, Y.1    Haraguchi, K.2    Tanaka, H.3    Gen, E.4    Miyasaka, T.5
  • 17
    • 0029010038 scopus 로고
    • For C-C bond formations at the anomeric position of nucleosides: a) Haraguchi, K.; Itoh, Y.; Tanaka, H.; Yamaguchi, K.; Miyasaka, T. Tetrahedron Lett. 1993, 34, 6913-6916. b) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Gen, E.; Miyasaka, T. J. Org. Chem. 1995, 60, 656-662. c) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Matsumoto, K.; Nakamura, K. T.; Miyasaka, T. Tetrahedron Lett. 1995, 36, 3867-3870. d) Yoshimura, Y.; Kano, F.; Miyazaki, S.; Ashida, N.; Sakata, S.; Haraguchi, K.; Itoh, Y.; Tanaka, H.; Miyasaka, T. Nucleosides Nucleotides 1996, 15, 305-324.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 3867-3870
    • Itoh, Y.1    Haraguchi, K.2    Tanaka, H.3    Matsumoto, K.4    Nakamura, K.T.5    Miyasaka, T.6
  • 18
    • 0029972727 scopus 로고    scopus 로고
    • For C-C bond formations at the anomeric position of nucleosides: a) Haraguchi, K.; Itoh, Y.; Tanaka, H.; Yamaguchi, K.; Miyasaka, T. Tetrahedron Lett. 1993, 34, 6913-6916. b) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Gen, E.; Miyasaka, T. J. Org. Chem. 1995, 60, 656-662. c) Itoh, Y.; Haraguchi, K.; Tanaka, H.; Matsumoto, K.; Nakamura, K. T.; Miyasaka, T. Tetrahedron Lett. 1995, 36, 3867-3870. d) Yoshimura, Y.; Kano, F.; Miyazaki, S.; Ashida, N.; Sakata, S.; Haraguchi, K.; Itoh, Y.; Tanaka, H.; Miyasaka, T. Nucleosides Nucleotides 1996, 15, 305-324.
    • (1996) Nucleosides Nucleotides , vol.15 , pp. 305-324
    • Yoshimura, Y.1    Kano, F.2    Miyazaki, S.3    Ashida, N.4    Sakata, S.5    Haraguchi, K.6    Itoh, Y.7    Tanaka, H.8    Miyasaka, T.9
  • 21
    • 0004305462 scopus 로고
    • Townsend, L. B., Tipson, R. S., Eds.; John Wiley and Sons: New York
    • For the preparation of 6-chloro-9-(β-D-ribofuranosyl)purine from inosine: Zemlicka, J.; Owens, J. Nucleic Acid Chemistry; Townsend, L. B., Tipson, R. S., Eds.; John Wiley and Sons: New York, 1978; Vol. 2, pp 611-614.
    • (1978) Nucleic Acid Chemistry , vol.2 , pp. 611-614
    • Zemlicka, J.1    Owens, J.2
  • 23
    • 9544232881 scopus 로고    scopus 로고
    • It has been reported that hydride reduction of 1′-C-branched 2′-ketouridines gave the ribofuranosyl derivatives predominantly: see reference 2
    • It has been reported that hydride reduction of 1′-C-branched 2′-ketouridines gave the ribofuranosyl derivatives predominantly: see reference 2.
  • 24
    • 0020640427 scopus 로고
    • For C8 lithiation of purine nucleosides: a) Tanaka, H.; Uchida, Y.; Shinozaki, M.; Hayakawa, H.; Matsuda, A.; Miyasaka, T. Chem. Pharm. Bull. 1983, 31, 787-790. b) Hayakawa, H.; Haraguchi, K.; Tanaka, H.; Miyasaka, T. Chem. Pharm. Bull. 1987, 35, 72-79. c) Hayakawa, H.; Tanaka, H.; Sasaki, K.; Haraguchi, K.; Saitoh, T.; Takai, F.; Miyasaka, T. J. Heterocyclic Chem. 1989, 26, 189-192.
    • (1983) Chem. Pharm. Bull. , vol.31 , pp. 787-790
    • Tanaka, H.1    Uchida, Y.2    Shinozaki, M.3    Hayakawa, H.4    Matsuda, A.5    Miyasaka, T.6
  • 25
    • 0023097681 scopus 로고
    • For C8 lithiation of purine nucleosides: a) Tanaka, H.; Uchida, Y.; Shinozaki, M.; Hayakawa, H.; Matsuda, A.; Miyasaka, T. Chem. Pharm. Bull. 1983, 31, 787-790. b) Hayakawa, H.; Haraguchi, K.; Tanaka, H.; Miyasaka, T. Chem. Pharm. Bull. 1987, 35, 72-79. c) Hayakawa, H.; Tanaka, H.; Sasaki, K.; Haraguchi, K.; Saitoh, T.; Takai, F.; Miyasaka, T. J. Heterocyclic Chem. 1989, 26, 189-192.
    • (1987) Chem. Pharm. Bull. , vol.35 , pp. 72-79
    • Hayakawa, H.1    Haraguchi, K.2    Tanaka, H.3    Miyasaka, T.4
  • 26
    • 0024511876 scopus 로고
    • For C8 lithiation of purine nucleosides: a) Tanaka, H.; Uchida, Y.; Shinozaki, M.; Hayakawa, H.; Matsuda, A.; Miyasaka, T. Chem. Pharm. Bull. 1983, 31, 787-790. b) Hayakawa, H.; Haraguchi, K.; Tanaka, H.; Miyasaka, T. Chem. Pharm. Bull. 1987, 35, 72-79. c) Hayakawa, H.; Tanaka, H.; Sasaki, K.; Haraguchi, K.; Saitoh, T.; Takai, F.; Miyasaka, T. J. Heterocyclic Chem. 1989, 26, 189-192.
    • (1989) J. Heterocyclic Chem. , vol.26 , pp. 189-192
    • Hayakawa, H.1    Tanaka, H.2    Sasaki, K.3    Haraguchi, K.4    Saitoh, T.5    Takai, F.6    Miyasaka, T.7
  • 28
    • 9544226788 scopus 로고    scopus 로고
    • note
    • ++H).
  • 29
    • 0000702878 scopus 로고
    • 2 as an initiator. It is well known that radical cyclization leading to five-membered ring formations is a kinetically controlled process: a) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 91, 1237-1286. b) Beckwith, A. L. J.; Schiesser, C. H. Tetrahedron 1985, 41, 3925-3941.
    • (1991) Chem. Rev. , vol.91 , pp. 1237-1286
    • Jasperse, C.P.1    Curran, D.P.2    Fevig, T.L.3
  • 30
    • 0000020896 scopus 로고
    • 2 as an initiator. It is well known that radical cyclization leading to five-membered ring formations is a kinetically controlled process: a) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 91, 1237-1286. b) Beckwith, A. L. J.; Schiesser, C. H. Tetrahedron 1985, 41, 3925-3941.
    • (1985) Tetrahedron , vol.41 , pp. 3925-3941
    • Beckwith, A.L.J.1    Schiesser, C.H.2
  • 31
    • 33746384823 scopus 로고
    • The synthesis of an oxygen-bridged purine nucleoside fixed in the syn-conformation has been reported: Zavgodny, S. G. Tetrahedron Lett. 1981, 22, 3003-3006.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 3003-3006
    • Zavgodny, S.G.1


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