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1
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84956473972
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For recent reviews on oligosaccharide synthesis see: a Carbohydrates in Chemistry and Biology, 1 (Eds.: B. Ernst, G. W. Hart, P. Sinaÿ), Wiley-VCH, Weinheim, 2000;
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For recent reviews on oligosaccharide synthesis see: a) Carbohydrates in Chemistry and Biology, Vol. 1 (Eds.: B. Ernst, G. W. Hart, P. Sinaÿ), Wiley-VCH, Weinheim, 2000;
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6
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24944561523
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f) J. D. C. Codée, R. E. J. N. Liljens, L. J. Van den Bos, H. S. Overkleeft, G. A. van der Marel, Chem. Soc. Rev. 2005, 34, 769.
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Codée, J.D.C.1
Liljens, R.E.J.N.2
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Overkleeft, H.S.4
van der Marel, G.A.5
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7
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0035936861
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a) O. J. Plante, E. R. Palmacci, P. H. Seeberger, Science 2001, 291, 1523;
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Science
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Plante, O.J.1
Palmacci, E.R.2
Seeberger, P.H.3
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10
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0347087507
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E. R. Palmacci, O. J. Plante, M. C. Hewitt, P. H. Seeberger, Helv. Chim. Acta 2003, 86, 3975.
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Helv. Chim. Acta
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Palmacci, E.R.1
Plante, O.J.2
Hewitt, M.C.3
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13
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0347411058
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D. M. Ratner, E. R. Swanson, P. H. Seeberger, Org. Lett. 2003, 5, 4717.
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Org. Lett
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Ratner, D.M.1
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D. B. Werz, B. Castagner, P. H. Seeberger, J. Am. Chem. Soc. 2007, 129, 2770.
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J. Am. Chem. Soc
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Werz, D.B.1
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K. S. Kim, J. H. Kim, Y. J. Lee, Y. J. Lee, J. Park, J. Am. Chem. Soc. 2001, 123, 8477.
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J. Am. Chem. Soc
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Kim, K.S.1
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J. Y. Baek, T. J. Choi, H. B. Jeon, K. S. Kim, Angew. Chem. 2006, 118, 7596;
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Angew. Chem
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Baek, J.Y.1
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26244435768
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T. Tsuda, R. Arihara, S. Sato, M. Koshiba, S. Nakamura, S. Hashimoto, Tetrahedron 2005, 61, 10719.
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Tetrahedron
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Tsuda, T.1
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Sato, S.3
Koshiba, M.4
Nakamura, S.5
Hashimoto, S.6
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32
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0001759419
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For glycosyl trichloroacetimidates see
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a) For glycosyl trichloroacetimidates see: A. A.-H. Abdel-Rahman, S. Jonke, E. S. H. El Ashry, R. R. Schmidt, Angew. Chem. 2002, 114, 3100;
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(2002)
Angew. Chem
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Abdel-Rahman, A.A.-H.1
Jonke, S.2
El Ashry, E.S.H.3
Schmidt, R.R.4
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34
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25444526130
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for trifluoro-N-phenylacetimidates see
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b) for trifluoro-N-phenylacetimidates see: S. Tanaka, M. Takahashi, H. Tokimoto, Y. Fujimoto, K. Tanaka, K. Fukase, Synlett 2005, 2325.
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(2005)
Synlett
, pp. 2325
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Tanaka, S.1
Takahashi, M.2
Tokimoto, H.3
Fujimoto, Y.4
Tanaka, K.5
Fukase, K.6
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35
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53849128048
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a) K. S. Kim, S. S. Kang, Y. S. Seo, H. J. Kim, Y. L. Lee, K.-S. Jeong, Synlett 2003, 459;
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(2003)
Synlett
, pp. 459
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Kim, K.S.1
Kang, S.S.2
Seo, Y.S.3
Kim, H.J.4
Lee, Y.L.5
Jeong, K.-S.6
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36
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33646898565
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b) Y. J. Lee, J. Y. Baek, B.-Y. Lee, S. S. Kang, H.-S. Park, H. B. Jeon, K. S. Kim, Carbohydr. Res. 2006, 341, 1708.
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Carbohydr. Res
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Lee, Y.J.1
Baek, J.Y.2
Lee, B.-Y.3
Kang, S.S.4
Park, H.-S.5
Jeon, H.B.6
Kim, K.S.7
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37
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0037205881
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For donor-bound approach, see
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a) For "donor-bound" approach, see: D. Crich, M. Smith, J. Am. Chem. Soc. 2002, 124, 8867;
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(2002)
J. Am. Chem. Soc
, vol.124
, pp. 8867
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Crich, D.1
Smith, M.2
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38
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0030791784
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For an intermolecular aglycon delivery (IAD) method, see: Y. Ito, T. Ogawa, J. Am. Chem. Soc. 1997, 119, 5562.
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b) For an intermolecular aglycon delivery (IAD) method, see: Y. Ito, T. Ogawa, J. Am. Chem. Soc. 1997, 119, 5562.
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45
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53849091912
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2O posed no problem and the stock solution was stable for several days on the synthesizer.
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2O posed no problem and the stock solution was stable for several days on the synthesizer.
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46
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53849136786
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Elongation of the saccharide can also be accomplished by acid hydrolysis of the benzylidene acelal and ensuing regioseleclive glycosylation. This option has not been investigated yet
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Elongation of the saccharide can also be accomplished by acid hydrolysis of the benzylidene acelal and ensuing regioseleclive glycosylation. This option has not been investigated yet.
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47
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0034629293
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D. Crich, W. Cai, Z. Dai, J. Org. Chem. 2000, 65, 1291.
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(2000)
J. Org. Chem
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, pp. 1291
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Crich, D.1
Cai, W.2
Dai, Z.3
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49
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23044453589
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b) J. D. C. Codée, L. H. Hossain, P. H. Seeberger, Org. Lett. 2005, 7, 3251.
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(2005)
Org. Lett
, vol.7
, pp. 3251
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Codée, J.D.C.1
Hossain, L.H.2
Seeberger, P.H.3
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50
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20444480974
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The Crich laboratory recently employed the 2-O-propargyl ether as a minimally intrusive protecting group to overcome this erosion in selectivity: a D. Crich, P. Jayalath, Org. Lett. 2005, 7, 2277;
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The Crich laboratory recently employed the 2-O-propargyl ether as a minimally intrusive protecting group to overcome this erosion in selectivity: a) D. Crich, P. Jayalath, Org. Lett. 2005, 7, 2277;
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51
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33645773856
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b) D. Crich, P. Jayalath, T. K. J. Hutton, Org. Chem. 2006, 71, 3064.
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(2006)
Org. Chem
, vol.71
, pp. 3064
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Crich, D.1
Jayalath, P.2
Hutton, T.K.J.3
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52
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0032884788
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a) S. Pilsch, P. A. Weiss, X. Wu, D. Ackermann, T. Honegger, Helv. Chim. Acta 1999, 82, 1753;
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(1999)
Helv. Chim. Acta
, vol.82
, pp. 1753
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Pilsch, S.1
Weiss, P.A.2
Wu, X.3
Ackermann, D.4
Honegger, T.5
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53
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0035692119
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b) S. Pilsch, P. A. Weiss, L. Jenny, A. Stutz, X. Wu, Helv. Chim. Acta 2001, 84, 3773.
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(2001)
Helv. Chim. Acta
, vol.84
, pp. 3773
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Pilsch, S.1
Weiss, P.A.2
Jenny, L.3
Stutz, A.4
Wu, X.5
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54
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53849129769
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1HNMR of the 2-O-acetylated product clearly showed a downfield shift for H2.
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1HNMR of the 2-O-acetylated product clearly showed a downfield shift for H2.
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55
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53849092574
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The use of TBAF on the ABI peptide synthesizer might have resulted in a selenoid valve failure, so we refrained from performing further Tom deprotection by automalion. This technical difficulty will be overcome by the next generation of synthesizer developed in our laboratory
-
The use of TBAF on the ABI peptide synthesizer might have resulted in a selenoid valve failure, so we refrained from performing further Tom deprotection by automalion. This technical difficulty will be overcome by the next generation of synthesizer developed in our laboratory.
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