C-glycosides and C-disaccharide precursors through carbonylative stille coupling reactions

Tetrahedron Letters

Volumn 38, Issue 4, 1997, Pages 543-546

  Jeanneret, Vincent ^a   Meerpoel, Lieven ^a,b   Vogel, Pierre ^a  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b Laboratory of Organic Synthesis   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

DISACCHARIDE; GLYCOSIDE; OLIGOSACCHARIDE;

ARTICLE; DRUG SYNTHESIS; PRECURSOR; REACTION ANALYSIS;

EID: 0031013249     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02367-2     Document Type: Article

References (40)

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18. See also: Jarreten, O.; Skrydstrup, T.; Beau, J.-M. J. Chem. Soc., Chem. Commun. 1996, 1661-1662; Fairbanks, A. J.; Perrin, E.; Sinaÿ, P. Synlett 1996, 679-681; Streicher, H.; Geyer, A.; Schmidt, R. R. Chem. Eur. 1996, 2, 502-510; Kobertz, W. R.; Bertozzi, C. R.; Bednarski, M. D. J. Org. Chem. 1996, 61, 1894-1897; Sarabia-García, F.; López-Herrera, F. J.; Pino González, M. S. Tetrahedron 1995, 51, 5491-5500; Herpin, T. F.; Motherwell, W. B.; Tozer, M. J. Tetrahedron Asymmetry 1994, 5, 2269-2282 and ref. cited in these papers.
19. See also: Jarreten, O.; Skrydstrup, T.; Beau, J.-M. J. Chem. Soc., Chem. Commun. 1996, 1661-1662; Fairbanks, A. J.; Perrin, E.; Sinaÿ, P. Synlett 1996, 679-681; Streicher, H.; Geyer, A.; Schmidt, R. R. Chem. Eur. 1996, 2, 502-510; Kobertz, W. R.; Bertozzi, C. R.; Bednarski, M. D. J. Org. Chem. 1996, 61, 1894-1897; Sarabia-García, F.; López-Herrera, F. J.; Pino González, M. S. Tetrahedron 1995, 51, 5491-5500; Herpin, T. F.; Motherwell, W. B.; Tozer, M. J. Tetrahedron Asymmetry 1994, 5, 2269-2282 and ref. cited in these papers.
20. See also: Jarreten, O.; Skrydstrup, T.; Beau, J.-M. J. Chem. Soc., Chem. Commun. 1996, 1661-1662; Fairbanks, A. J.; Perrin, E.; Sinaÿ, P. Synlett 1996, 679-681; Streicher, H.; Geyer, A.; Schmidt, R. R. Chem. Eur. 1996, 2, 502-510; Kobertz, W. R.; Bertozzi, C. R.; Bednarski, M. D. J. Org. Chem. 1996, 61, 1894-1897; Sarabia-García, F.; López-Herrera, F. J.; Pino González, M. S. Tetrahedron 1995, 51, 5491-5500; Herpin, T. F.; Motherwell, W. B.; Tozer, M. J. Tetrahedron Asymmetry 1994, 5, 2269-2282 and ref. cited in these papers.
21. See also: Jarreten, O.; Skrydstrup, T.; Beau, J.-M. J. Chem. Soc., Chem. Commun. 1996, 1661-1662; Fairbanks, A. J.; Perrin, E.; Sinaÿ, P. Synlett 1996, 679-681; Streicher, H.; Geyer, A.; Schmidt, R. R. Chem. Eur. 1996, 2, 502-510; Kobertz, W. R.; Bertozzi, C. R.; Bednarski, M. D. J. Org. Chem. 1996, 61, 1894-1897; Sarabia-García, F.; López-Herrera, F. J.; Pino González, M. S. Tetrahedron 1995, 51, 5491-5500; Herpin, T. F.; Motherwell, W. B.; Tozer, M. J. Tetrahedron Asymmetry 1994, 5, 2269-2282 and ref. cited in these papers.
22. See also: Jarreten, O.; Skrydstrup, T.; Beau, J.-M. J. Chem. Soc., Chem. Commun. 1996, 1661-1662; Fairbanks, A. J.; Perrin, E.; Sinaÿ, P. Synlett 1996, 679-681; Streicher, H.; Geyer, A.; Schmidt, R. R. Chem. Eur. 1996, 2, 502-510; Kobertz, W. R.; Bertozzi, C. R.; Bednarski, M. D. J. Org. Chem. 1996, 61, 1894-1897; Sarabia-García, F.; López-Herrera, F. J.; Pino González, M. S. Tetrahedron 1995, 51, 5491-5500; Herpin, T. F.; Motherwell, W. B.; Tozer, M. J. Tetrahedron Asymmetry 1994, 5, 2269-2282 and ref. cited in these papers.
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32. See e.g.: Dubois, E., Beau, J.-M. J. Chem. Soc., Chem. Commun. 1990, 1191-1192; idem. Tetrahedron Lett. 1990, 31, 5165-5168; Friesen, R. W.; Sturino, C. F. J. Org. Chem. 1990, 55, 2572-2574; see also: Nicolaou, K. C.; Sato, M.; Miller, N. D.; Gunzner, J. L.; Renaud, J.; Untersteller, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 889-891.
33. See e.g.: Dubois, E., Beau, J.-M. J. Chem. Soc., Chem. Commun. 1990, 1191-1192; idem. Tetrahedron Lett. 1990, 31, 5165-5168; Friesen, R. W.; Sturino, C. F. J. Org. Chem. 1990, 55, 2572-2574; see also: Nicolaou, K. C.; Sato, M.; Miller, N. D.; Gunzner, J. L.; Renaud, J.; Untersteller, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 889-891.
34. See e.g.: Dubois, E., Beau, J.-M. J. Chem. Soc., Chem. Commun. 1990, 1191-1192; idem. Tetrahedron Lett. 1990, 31, 5165-5168; Friesen, R. W.; Sturino, C. F. J. Org. Chem. 1990, 55, 2572-2574; see also: Nicolaou, K. C.; Sato, M.; Miller, N. D.; Gunzner, J. L.; Renaud, J.; Untersteller, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 889-891.
35. Lesimple, P.; Beau, J.-M.; Jaurand, G.; Sinaÿ, P. Tetrahedron Lett. 1986, 27, 6201-6204.
36. endoC(3')), 2.34, 2.04-1.91, 0.96 (4H camphanate), 1.09, 1.04, 0.96 (3 Me camphanate), 1.38-1.10 (m, OTIPS), 1.08, 1.00 (2s, 2 Si(t-Bu)).
37. 2).
38. 3J=10.3, 5.0, 4.9, HC(5)), 1.13-0.91 (m, OTIPS, 2 Si(t-Bu)).
39. 2).
40. nd ECCM, Lago di Garda, Italy. July 16-19, 1996.