Synthesis of some biologically relevant β-C-glycoconjugates

Organic Letters

Volumn 5, Issue 10, 2003, Pages 1721-1723

  Postema, Maarten H D ^a   Piper, Jared L ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALKENE; CARBOHYDRATE; CARBOXYLIC ACID; ESTER DERIVATIVE; GLYCOCONJUGATE; GLYCOSIDE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ESTER;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; ESTERIFICATION; MOLECULAR MIMICRY; REACTION ANALYSIS; RING CLOSING METATHESIS; STRUCTURE ANALYSIS; GLYCOSYLATION; SYNTHESIS;

ESTERS; GLYCOCONJUGATES; GLYCOSIDES; GLYCOSYLATION; INDICATORS AND REAGENTS;

EID: 0042730097     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol034363q     Document Type: Article

References (52)

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7. For reviews on C-glycoside synthesis, see: (a) Postema, M. H. D.; Calimente, D. In Glycochemistry: Principles, Synthesis and Applications; Wang, P. G., Bertozzi, C., Eds.; Marcel Dekker: New York, 2000; Chapter 4, pp 77-131. (b) Du, Y.; Lindhardt, R. J. Tetrahedron 1998, 54, 9913-9959. (c) Beau, J.-M.; Gallagher, T. Top. Curr. Chem. 1997, 187, 1-54. (d) Nicotra, F. Top. Curr. Chem. 1997, 187, 55-83. (e) Togo, H.; He, W.; Waki, Y.; Yokoyama, M. Synlett 1998, 700-717. (f) Jaramillo, C.; Knapp, S. Synthesis 1994, 1-20. (g) Herscovici, J.; Antonakis, K. In Studies in Natural Product Chemistry, Stereoselective Synthesis; Rahman, A., Ed.; Elsevier: Amsterdam, 1992; Vol. 10, Part F, pp 337-403.
8. For reviews on C-glycoside synthesis, see: (a) Postema, M. H. D.; Calimente, D. In Glycochemistry: Principles, Synthesis and Applications; Wang, P. G., Bertozzi, C., Eds.; Marcel Dekker: New York, 2000; Chapter 4, pp 77-131. (b) Du, Y.; Lindhardt, R. J. Tetrahedron 1998, 54, 9913-9959. (c) Beau, J.-M.; Gallagher, T. Top. Curr. Chem. 1997, 187, 1-54. (d) Nicotra, F. Top. Curr. Chem. 1997, 187, 55-83. (e) Togo, H.; He, W.; Waki, Y.; Yokoyama, M. Synlett 1998, 700-717. (f) Jaramillo, C.; Knapp, S. Synthesis 1994, 1-20. (g) Herscovici, J.; Antonakis, K. In Studies in Natural Product Chemistry, Stereoselective Synthesis; Rahman, A., Ed.; Elsevier: Amsterdam, 1992; Vol. 10, Part F, pp 337-403.
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47. For a review on carbon-linked amino acids, see: Dondoni, A.; Marra, A. Chem Rev. 2000, 100, 4395-4422.
48. Nagatsu, A.; Watanabe, M.; Ikemoto, K.; Hashimoto, M.; Murakami, N.; Sakakibara, J.; Tokuda, H.; Nishino, H.; Iwashima, A.; Yazawa, K. Bioorg. Med. Chem. Lett. 1994, 4, 1619-1622.
49. See, for example: (a) Cipolla, L.; Nicotra, F.; Vismara, E.; Guerrini, M. Tetrahedron 1997, 53, 6163-6170. (b) Gujar, M. K.; Reddy, R. Carbohydr. Lett. 1997, 2, 293-298. (c) Dodoni, A.; Perrone, D.; Turturici, E. J. Org. Chem. 1999, 64, 5557-5564. (d) Yang, G.; Franck, R. W.; Byun, H.-S.; Bittman, R.; Samadder, P.; Arthur, G. Org. Lett. 1999, 1, 2149-2151.
50. See, for example: (a) Cipolla, L.; Nicotra, F.; Vismara, E.; Guerrini, M. Tetrahedron 1997, 53, 6163-6170. (b) Gujar, M. K.; Reddy, R. Carbohydr. Lett. 1997, 2, 293-298. (c) Dodoni, A.; Perrone, D.; Turturici, E. J. Org. Chem. 1999, 64, 5557-5564. (d) Yang, G.; Franck, R. W.; Byun, H.-S.; Bittman, R.; Samadder, P.; Arthur, G. Org. Lett. 1999, 1, 2149-2151.
51. See, for example: (a) Cipolla, L.; Nicotra, F.; Vismara, E.; Guerrini, M. Tetrahedron 1997, 53, 6163-6170. (b) Gujar, M. K.; Reddy, R. Carbohydr. Lett. 1997, 2, 293-298. (c) Dodoni, A.; Perrone, D.; Turturici, E. J. Org. Chem. 1999, 64, 5557-5564. (d) Yang, G.; Franck, R. W.; Byun, H.-S.; Bittman, R.; Samadder, P.; Arthur, G. Org. Lett. 1999, 1, 2149-2151.
52. See, for example: (a) Cipolla, L.; Nicotra, F.; Vismara, E.; Guerrini, M. Tetrahedron 1997, 53, 6163-6170. (b) Gujar, M. K.; Reddy, R. Carbohydr. Lett. 1997, 2, 293-298. (c) Dodoni, A.; Perrone, D.; Turturici, E. J. Org. Chem. 1999, 64, 5557-5564. (d) Yang, G.; Franck, R. W.; Byun, H.-S.; Bittman, R.; Samadder, P.; Arthur, G. Org. Lett. 1999, 1, 2149-2151.