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Volumn 40, Issue 26, 1999, Pages 4897-4900

Convenient route to derivatives of the 2-deoxysugar subunits of the Kedarcidin chromophore: L-mycarose and L-kedarosamine

Author keywords

Amino sugars; Cyclisation; Glycosides; Olefination

Indexed keywords

CARBOHYDRATE DERIVATIVE; DEOXYSUGAR; KEDARCIDIN; KEDAROSAMINE; MYCAROSE; UNCLASSIFIED DRUG;

EID: 0033603419     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00906-5     Document Type: Article
Times cited : (24)

References (36)
  • 3
    • 0013621282 scopus 로고
    • Lam, K.S.; Hesler, G. A.; Gustavson, D. R.; Crosswell.A. R.; Veitch, J. M.; Forenza, S.; Tomita, K. J. Antibiot. 1991, 44,472; Leet, J. E.; Schroeder, D. R.; Langley, D. R.; Colson, K. L.; Huang, S.; Klohr, S. E.; Lee, M. S., Golik, J.; Hofstead, S.J., Doyle, T. W., Matson, J. A. J. Am. Chem. Soc. 1993, 115, 8432; 1994, 116, 2233.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 2233
  • 6
    • 0013620988 scopus 로고    scopus 로고
    • Lhermitte, H.; Grierson,D. S. Contemp. Org. Synth., 1996, 3, 41; 1996, 3, 97; Smith, A. L.; Nicolaou, K. C. J. Med. Chem.,1996, 39, 2103.
    • (1996) Contemp. Org. Synth. , vol.3 , pp. 97
  • 7
    • 0030003961 scopus 로고    scopus 로고
    • Lhermitte, H.; Grierson,D. S. Contemp. Org. Synth., 1996, 3, 41; 1996, 3, 97; Smith, A. L.; Nicolaou, K. C. J. Med. Chem., 1996, 39, 2103.
    • (1996) J. Med. Chem. , vol.39 , pp. 2103
    • Smith, A.L.1    Nicolaou, K.C.2
  • 9
    • 0032547988 scopus 로고    scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 8707
    • Kawata, S.1    Hirama, M.2
  • 10
    • 0032564554 scopus 로고    scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D. Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9633
    • Myers, A.G.1    Goldberg, S.D.2
  • 11
    • 0031005308 scopus 로고    scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1997) Horiguchi, Y. Tetrahedron Lett. , vol.38 , pp. 4363
    • Myers, A.G.1
  • 12
    • 0031592611 scopus 로고    scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M. Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2355
    • Caddick, S.1    Delisser, V.M.2
  • 13
    • 0000748262 scopus 로고    scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1997) Synlett , pp. 250
    • Kawata, S.1    Yoshimura, F.2    Irie, J.3    Ehara, H.4    Hirama, M.5
  • 14
    • 0029113989 scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8875
    • Iida, K.1    Hirama, M.2
  • 15
    • 0000150249 scopus 로고
    • Recent synthetic studies of 1: Kawata, S.; Hirama, M. Tetrahedron Lett., 1998, 39, 8707; Myers, A. G.; Goldberg, S. D.Tetrahedron Lett. 1998, 39, 9633; Myers, A. G.; Horiguchi, Y. Tetrahedron Lett. 1997, 38, 4363; Caddick, S.; Delisser, V. M.Tetrahedron Lett. 1997, 38, 2355; Kawata, S.; Yoshimura, F.; Irie, J.; Ehara, H.; Hirama, M. Synlett 1997, 250; Iida, K.;Hirama, M. J. Am. Chem. Soc. 1995, 117, 8875; Iida, K.; Hirama, M. J. Am. Chem. Soc. 1994, 116, 10310.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 10310
    • Iida, K.1    Hirama, M.2
  • 16
    • 0018125477 scopus 로고
    • Synthesis of mycarose: Thiem, J.; Elvers, J. Chem. Ber. 1978, 111, 3514; Howarth, G. B.; Jones, J. K. N. Can. J. Chem.1967, 45, 2253.
    • (1978) Chem. Ber. , vol.111 , pp. 3514
    • Thiem, J.1    Elvers, J.2
  • 17
    • 0018125477 scopus 로고
    • Synthesis of mycarose: Thiem, J.; Elvers, J. Chem. Ber. 1978, 111, 3514; Howarth, G. B.; Jones, J. K. N. Can. J. Chem. 1967, 45, 2253.
    • (1967) Can. J. Chem. , vol.45 , pp. 2253
    • Howarth, G.B.1    Jones, J.K.N.2
  • 18
    • 0026670459 scopus 로고
    • Characterisation and synthesis of kedarosamine: Leet, J. E.; Golik, J.; Hofstead, S. J.; Matson, J. A. Tetrahedron Lett. 1992, 33, 6107; Vuljanic, T.; Kihlberg, J.; Hornyak, M.; Pelyvas, I. F.; Sztarieskai, F. J. Tetrahedron Lett. 1993, 34, 4087; Somfai, P.Tetrahedron Lett. 1994, 35, 6937; J. Org. Chem. 1998, 63, 279.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 6107
    • Leet, J.E.1    Golik, J.2    Hofstead, S.J.3    Matson, J.A.4
  • 19
    • 0027287965 scopus 로고
    • Characterisation and synthesis of kedarosamine: Leet, J. E.; Golik, J.; Hofstead, S. J.; Matson, J. A. Tetrahedron Lett. 1992, 33,6107; Vuljanic, T.; Kihlberg, J.; Hornyak, M.; Pelyvas, I. F.; Sztarieskai, F. J. Tetrahedron Lett. 1993, 34, 4087; Somfai, P.Tetrahedron Lett. 1994, 35, 6937; J. Org. Chem. 1998, 63, 279.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4087
    • Vuljanic, T.1    Kihlberg, J.2    Hornyak, M.3    Pelyvas, I.F.4    Sztarieskai, F.J.5
  • 20
    • 0028031343 scopus 로고
    • Characterisation and synthesis of kedarosamine: Leet, J. E.; Golik, J.; Hofstead, S. J.; Matson, J. A. Tetrahedron Lett. 1992, 33,6107; Vuljanic, T.; Kihlberg, J.; Hornyak, M.; Pelyvas, I. F.; Sztarieskai, F. J. Tetrahedron Lett. 1993, 34, 4087; Somfai, P. Tetrahedron Lett. 1994, 35, 6937; J. Org. Chem. 1998, 63, 279.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 6937
    • Somfai, P.1
  • 21
    • 0032559250 scopus 로고    scopus 로고
    • Characterisation and synthesis of kedarosamine: Leet, J. E.; Golik, J.; Hofstead, S. J.; Matson, J. A. Tetrahedron Lett. 1992, 33,6107; Vuljanic, T.; Kihlberg, J.; Hornyak, M.; Pelyvas, I. F.; Sztarieskai, F. J. Tetrahedron Lett. 1993, 34, 4087; Somfai, P.Tetrahedron Lett. 1994, 35, 6937; J. Org. Chem. 1998, 63, 279.
    • (1998) J. Org. Chem. , vol.63 , pp. 279
  • 23
    • 0021025536 scopus 로고
    • Synthesis of sugar starting materials: Grethe, G.; Mitt, T.; Williams, T. H.; Uskokovic, J. J. Org. Chem. 1983, 48, 5309; Roth, W.; Pigman, W. Meth. Carbohydr. Chem. 1963, 2, 405.
    • (1963) Meth. Carbohydr. Chem. , vol.2 , pp. 405
    • Roth, W.1    Pigman, W.2
  • 28
    • 0001216416 scopus 로고
    • Hands A. R.; Mercer, A. J. H. J. Chem. Soc. (C) 1967, 1099; Marynoff, B. J. Am. Chem. Soc. 1985, 107, 217.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 217
    • Marynoff, B.1


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