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http://dx.doi.org/10.5012/bkcs.2010.31.03.720

Stereoselective α-Sialylation with Sialyl Pentenoates as Donors and PhSeOTf as the Activator  

Lee, Bo-Young (Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University)
Chang, Young-Kil (Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University)
Suk, Dae-Hwan (Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University)
Kim, Kwan-Soo (Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University)
Publication Information
Bulletin of the Korean Chemical Society / v.31, no.3, 2010 , pp. 720-723 More about this Journal
Keywords
Glycosyl pentenoate; ${\alpha}$-Sialylation; Glycosylation; Phenylselenyl triflate;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 0  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
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1 Kim, K. S.; Lee, M. E.; Cho, J. W. Bull. Korean Chem. Soc. 2004, 25, 139-142.   DOI
2 Kwon, S. Y.; Lee, B.-Y.; Jeon, H. B.; Kim, K. S. Bull. Korean Chem. Soc. 2005, 26, 815-818.   DOI   ScienceOn
3 Kim, K. S.; Fulse, D. B.; Baek, J. Y.; Lee, B.-Y.; Jeon, H. B. J. Am. Chem. Soc. 2008, 130, 8537-8547.   DOI   ScienceOn
4 Baek, J. Y.; Choi, T. J.; Jeon, H. B.; Kim, K. S. Angew. Chem. Int. Ed. 2006, 45, 7436-7440.   DOI   ScienceOn
5 Choi, T. J.; Baek, J. Y.; Jeon, H. B.; Kim, K. S. Tetrahedron Lett. 2006, 47, 9191-9194.   DOI   ScienceOn
6 Ikeda, K.; Fukuyo, J.; Sato, K.; Sato, M. Chem. Pharm. Bull. 2005, 53, 1490-1493.   DOI   ScienceOn
7 Kunz, H.; Wernig, P.; Schultz, M. Synlett 1990, 631-632.
8 Lopez, J. C.; Frazer-Reid, B. J. Chem. Soc., Chem. Commun. 1991, 159-161.
9 Mara, A.; Sinay, P. Carbohydr. Res. 1989, 190, 317-322   DOI   ScienceOn
10 Crich, D.; Smith, M.; Yao, Q.; Picione, J. Synthesis 2001, 323-326.
11 Okamoto, K.; Kondo, T.; Goto, T. Bull. Chem. Soc. Jpn. 1987, 60, 637-643.   DOI
12 Meo, C. D.; Demchenko, A. V.; Boons, G.-J. J. Org. Chem. 2001, 66, 5490-5497.   DOI   ScienceOn
13 Baek, J. Y.; Lee, B.-Y.; Kim, K. S. J. Am. Chem. Soc. 2009, 131, 17705-17713.   DOI   ScienceOn
14 Mootoo, D. R.; Konradsson, P.; Udodong, U.; Fraser-Reid, B. J. Am. Chem. Soc. 1988, 110, 5583-5584.   DOI
15 Paulsen, H.; Tietz, H. Angew. Chem. Int. Ed. 1982, 21, 927-928.   DOI
16 Fraser-Reid. B.; Lopez, J. C.; Radhakrishnan, K. V.; Mach, M.; Schlueter, U.; Gomez, A. M.; Uriel, C. J. Am. Chem. Soc. 2002, 124, 3198-3199.   DOI   ScienceOn
17 Cai, S.; Yu, B. Org. Lett. 2003, 5, 3827-3830.   DOI   ScienceOn
18 Hanashima, S.; Tomiya, T.; Ishikawa, D.; Akai, S.; Sato, K.-I. Carbohydr. Res. 2009, 344, 959-965.   DOI   ScienceOn
19 Huang, K.-T.; Lin, C.-C. Org. Lett. 2005, 7, 4169-4172.   DOI   ScienceOn
20 Haberman, J. M.; Gin, D. Y. Org. Lett. 2003, 5, 2539-2541.   DOI   ScienceOn
21 Martichonok, V.; Whitesides, G. M. J. Org. Chem. 1996, 61, 1702-1706.   DOI   ScienceOn
22 Matsuoka, K.; Onaga, T.; Mori, T.; Sakamoto, J.-I.; Koyama, T.; Sakairi, N.; Hatano, K.; Terunuma, D. Tetrahedron Lett. 2004, 45, 9383-9386.   DOI   ScienceOn
23 Pougny, J.; Sinay, P. Tetrahedron Lett. 1976, 17, 4073-4076.   DOI   ScienceOn
24 Lemieux, R. U.; Ratcliffe, R. M. Can. J. Chem. 1979, 57, 1244-1251.   DOI
25 Schmidt, R. R.; Michel, J. J. Carbohydr. Chem. 1985, 4, 141-169.   DOI   ScienceOn
26 Dabrowski, U.; Friebolin, H.; Brossmer, R.; Supp, M. Tetrahedron Lett. 1979, 20, 4637-4640.   DOI   ScienceOn
27 van Halbeek, H.; Dorland, L.; Vliegenthart, J. F. G.; Pfeil, R.; Schauer, R. Eur. J. Biochem. 1982, 122, 305-311.   DOI   ScienceOn
28 Mammen, M.; Choi, S.-K.; Whitesides, G. M. Angew. Chem. Int. Ed. 1998, 37, 2754-2794.   DOI
29 Varki, A.; Cummings, R.; Esko, J.; Freeze, H.; Hart, G.; Marth, J. Essentials of Glycobiology; Cold Spring Harbor Laboratory Press: Cold Spring Harbor, 1999; pp 195-209.
30 Schauer, R. In Carbohydrates in Chemistry and Biology; Ernst, B., Hart, G. W., Sinay, P., Eds.; Wiley-VCH: Weinheim, 2000; Vol. 3, pp 227-243.
31 Schauer, R. Glycoconjugate J. 2000, 17, 485-499.   DOI   ScienceOn
32 Varki, A. Glycobiology 1993, 3, 97-130.   DOI   ScienceOn
33 Halcomb, R. L.; Chappell, M. D. J. Carbohydr. Chem. 2002, 21, 723-768.   DOI   ScienceOn
34 Boons, G.-J.; Demchenko, A. V. Chem. Rev. 2000, 100, 4539-4565.   DOI   ScienceOn
35 Okamoto, K.; Goto, T. Tetrahedron 1990, 46, 5835-5857.   DOI   ScienceOn
36 Crich, D.; Li, W. J. Org. Chem. 2007, 72, 7794-7797.   DOI   ScienceOn
37 Kim, K. S.; Kim, J. H.; Lee, Y. J.; Park, J. J. Am. Chem. Soc. 2001, 123, 8477-8481.   DOI   ScienceOn