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3
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(a) Jacobsen, N. E.; Fairbrother, W. J.; Kensil, C. R.; Lim, A.; Wheeler, D. A.; Powell, M. F. Carbohydr. Res. 1996, 280, 1.
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Powell, M.F.6
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4
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(b) Zhu, X.; Yu, B.; Hui, Y.; Higuchi, R.; Kusano, T.; Miyamoto, T. Tetrahedron Lett. 2000, 41, 717.
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Miyamoto, T.6
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5
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0035961455
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See, inter alia: (a) Evans, T. G. et al. Vaccine 2001, 19, 2080. (b) Gilewski, T. et al. Proc. Natl. Acad. Sci., U.S.A. 2001, 98, 3270. (c) Krug, L. M.; Ragupathi, G.; Hood, C.; Kris, M. G.; Miller, V. A.; Allen, J. R.; Keding, S. J.; Danishefsky, S. J.; Gomez, J.; Tyson, L.; Pizzo, B.; Baez, V.; Livingston P. O. Clin. Cancer Res. 2004, 10, 6094, and references therein.
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Vaccine
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Evans, T.G.1
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6
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0035853030
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See, inter alia: (a) Evans, T. G. et al. Vaccine 2001, 19, 2080. (b) Gilewski, T. et al. Proc. Natl. Acad. Sci., U.S.A. 2001, 98, 3270. (c) Krug, L. M.; Ragupathi, G.; Hood, C.; Kris, M. G.; Miller, V. A.; Allen, J. R.; Keding, S. J.; Danishefsky, S. J.; Gomez, J.; Tyson, L.; Pizzo, B.; Baez, V.; Livingston P. O. Clin. Cancer Res. 2004, 10, 6094, and references therein.
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Proc. Natl. Acad. Sci., U.S.A.
, vol.98
, pp. 3270
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Gilewski, T.1
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7
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4644245711
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and references therein
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See, inter alia: (a) Evans, T. G. et al. Vaccine 2001, 19, 2080. (b) Gilewski, T. et al. Proc. Natl. Acad. Sci., U.S.A. 2001, 98, 3270. (c) Krug, L. M.; Ragupathi, G.; Hood, C.; Kris, M. G.; Miller, V. A.; Allen, J. R.; Keding, S. J.; Danishefsky, S. J.; Gomez, J.; Tyson, L.; Pizzo, B.; Baez, V.; Livingston P. O. Clin. Cancer Res. 2004, 10, 6094, and references therein.
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Clin. Cancer Res.
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Krug, L.M.1
Ragupathi, G.2
Hood, C.3
Kris, M.G.4
Miller, V.A.5
Allen, J.R.6
Keding, S.J.7
Danishefsky, S.J.8
Gomez, J.9
Tyson, L.10
Pizzo, B.11
Baez, V.12
Livingston, P.O.13
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8
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14944365136
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note
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The absolute configurations of the individual monosaccharide constituents within 1 have heretofore only been assumed based on natural abundance.
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9
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0035859361
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Previous synthetic efforts: (a) Kim, Y.-J.; Gin, D. Y. Org. Lett. 2001, 3, 1801. (b) Zhu, X.; Yu, B.; Hui, Y.; Schmidt, R. R. Eur. J. Org. Chem. 2004, 965.
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Org. Lett.
, vol.3
, pp. 1801
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Kim, Y.-J.1
Gin, D.Y.2
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10
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4544384105
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Previous synthetic efforts: (a) Kim, Y.-J.; Gin, D. Y. Org. Lett. 2001, 3, 1801. (b) Zhu, X.; Yu, B.; Hui, Y.; Schmidt, R. R. Eur. J. Org. Chem. 2004, 965.
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Eur. J. Org. Chem.
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Zhu, X.1
Yu, B.2
Hui, Y.3
Schmidt, R.R.4
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13
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0030761432
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(a) Garcia, B. A.; Poole, J. L.; Gin, D. Y. J. Am. Chem. Soc. 1997, 119, 7597.
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Garcia, B.A.1
Poole, J.L.2
Gin, D.Y.3
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15
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0029589845
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Lee, R. E.; Mikušová, K.; Brennan, P. J.; Besra, G. S. J. Am. Chem. Soc. 1995, 117, 11829.
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Lee, R.E.1
Mikušová, K.2
Brennan, P.J.3
Besra, G.S.4
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16
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0001616071
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Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M. Bull. Chem. Soc. Jpn. 1979, 52, 1989.
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Inanaga, J.1
Hirata, K.2
Saeki, H.3
Katsuki, T.4
Yamaguchi, M.5
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17
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14944353975
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note
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See Supporting Information for the preparation of 10, 11 and 13.
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18
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0035929391
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Roush, W. R.; Bennett, C. E.; Roberts, S. E. J. Org. Chem. 2001, 66, 6389.
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Roush, W.R.1
Bennett, C.E.2
Roberts, S.E.3
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19
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0028762565
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Mbaïraroua, O.; Ton-That, T.; Tapiéro, C. Carbohydr. Res. 1994, 253, 79.
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Mbaïraroua, O.1
Ton-That, T.2
Tapiéro, C.3
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23
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14944362824
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note
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1HNMR, and MS data of synthetic 1 were identical to those of natural 1, obtained by RP-HPLC of Quil A (Accurate Chemical & Scientific Corp.), a Quillaja extract known to contain traces of 1.
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