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Volumn 61, Issue 26, 1996, Pages 9538-9540

Synthesis of a phosphonate analog of sialic acid (Neu5Ac) using indium-mediated allylation of unprotected carbohydrates in aqueous media

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EID: 0000052591     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961290y     Document Type: Article
Times cited : (54)

References (25)
  • 2
    • 77956832464 scopus 로고
    • Wiegandt, H., Ed.; Elsevier: New York
    • Wiegandt, H. Glycolipids; Wiegandt, H., Ed.; Elsevier: New York, 1985; Vol. 10, p 199.
    • (1985) Glycolipids , vol.10 , pp. 199
    • Wiegandt, H.1
  • 12
    • 0001074997 scopus 로고
    • For allylations of aldoses, see: (a) Gao, J.; Haerter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714. (b) Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993, 58, 5500. (d) Chan, T. H.; Li, C. J. J. Chem. Soc., Chem. Commun. 1992, 747. (e) Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674.
    • (1994) J. Org. Chem. , vol.59 , pp. 3714
    • Gao, J.1    Haerter, R.2    Gordon, D.M.3    Whitesides, G.M.4
  • 13
    • 0027771040 scopus 로고
    • For allylations of aldoses, see: (a) Gao, J.; Haerter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714. (b) Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993, 58, 5500. (d) Chan, T. H.; Li, C. J. J. Chem. Soc., Chem. Commun. 1992, 747. (e) Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674.
    • (1993) J. Org. Chem. , vol.58 , pp. 7937
    • Gordon, D.M.1    Whitesides, G.M.2
  • 14
    • 33751386227 scopus 로고
    • For allylations of aldoses, see: (a) Gao, J.; Haerter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714. (b) Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993, 58, 5500. (d) Chan, T. H.; Li, C. J. J. Chem. Soc., Chem. Commun. 1992, 747. (e) Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674.
    • (1993) J. Org. Chem. , vol.58 , pp. 5500
    • Kim, E.1    Gordon, D.M.2    Schmid, W.3    Whitesides, G.M.4
  • 15
    • 33645330412 scopus 로고
    • For allylations of aldoses, see: (a) Gao, J.; Haerter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714. (b) Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993, 58, 5500. (d) Chan, T. H.; Li, C. J. J. Chem. Soc., Chem. Commun. 1992, 747. (e) Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674.
    • (1992) J. Chem. Soc., Chem. Commun. , pp. 747
    • Chan, T.H.1    Li, C.J.2
  • 16
    • 0000595897 scopus 로고
    • For allylations of aldoses, see: (a) Gao, J.; Haerter, R.; Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1994, 59, 3714. (b) Gordon, D. M.; Whitesides, G. M. J. Org. Chem. 1993, 58, 7937. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993, 58, 5500. (d) Chan, T. H.; Li, C. J. J. Chem. Soc., Chem. Commun. 1992, 747. (e) Schmid, W.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 6674.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 6674
    • Schmid, W.1    Whitesides, G.M.2
  • 17
    • 0026045466 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 7017
    • Li, C.J.1    Chan, T.H.2
  • 18
    • 84959978031 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1990) Synth. Commun. , vol.20 , pp. 1279
    • Wu, S.1    Huang, B.2    Gao, X.3
  • 19
    • 35548990872 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1988) Synth. Commun. , vol.18 , pp. 453
    • Araki, S.1    Ito, H.2    Butsugan, Y.3
  • 20
    • 33845278851 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1988) J. Org. Chem. , vol.53 , pp. 1831
    • Araki, S.1    Ito, H.2    Butsugan, Y.3
  • 21
    • 33344476949 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1987) J. Organomet. Chem. , vol.322 , pp. 177
    • Einhorn, C.1    Luche, J.L.2
  • 22
    • 0009569697 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 1449
    • Petrier, C.1    Einhorn, J.2    Luche, J.L.3
  • 23
    • 33847802004 scopus 로고
    • For allylations of aliphatic aldehydes and ketones, see: (a) Li, C. J.; Chan, T. H. Tetrahedron Lett. 1991, 32, 7017. (b) Wu, S.; Huang, B.; Gao, X. Synth. Commun. 1990, 20, 1279. (c) Araki, S.; Ito, H.; Butsugan, Y. Synth. Commun. 1988, 18, 453. (d) Araki, S.; Ito, H.; Butsugan, Y. J. Org. Chem. 1988, 53, 1831. (e) Einhorn, C.; Luche, J. L. J. Organomet. Chem. 1987, 322, 177. (f) Petrier, C.; Einhorn, J.; Luche, J. L. Tetrahedron Lett. 1985, 26, 1449. (g) Chao, L. C.; Rieke, R. D. J. Org. Chem. 1975, 40, 2253.
    • (1975) J. Org. Chem. , vol.40 , pp. 2253
    • Chao, L.C.1    Rieke, R.D.2


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