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Kong et al. observed that glycosidation of the highly reactive 1,2-anhydro-3,5-di-O-benzyl-β-D-arabinofuranose with a primary galactosyl acceptor proceeds in the absence of an external promoter. (a) Y. Du, F. Kong, Tetrahedron Lett. 1995, 36, 427; (b) Y. Du, F. Kong, J. Carbohydr. Chem. 1996, 15, 797; (c) X. Ding, F. Kong, Carbohydr. Res. 1996, 286, 161.
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Kong et al. observed that glycosidation of the highly reactive 1,2-anhydro-3,5-di-O-benzyl-β-D-arabinofuranose with a primary galactosyl acceptor proceeds in the absence of an external promoter. (a) Y. Du, F. Kong, Tetrahedron Lett. 1995, 36, 427; (b) Y. Du, F. Kong, J. Carbohydr. Chem. 1996, 15, 797; (c) X. Ding, F. Kong, Carbohydr. Res. 1996, 286, 161.
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Kong et al. observed that glycosidation of the highly reactive 1,2-anhydro-3,5-di-O-benzyl-β-D-arabinofuranose with a primary galactosyl acceptor proceeds in the absence of an external promoter. (a) Y. Du, F. Kong, Tetrahedron Lett. 1995, 36, 427; (b) Y. Du, F. Kong, J. Carbohydr. Chem. 1996, 15, 797; (c) X. Ding, F. Kong, Carbohydr. Res. 1996, 286, 161.
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18
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1542444471
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note
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2/MeOH, 2:1, v/v) afforded the corresponding disaccharide as a white foam.
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-
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19
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1542549063
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note
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2-catalyzed condensation with 12) providing the respective β-(1→6)-linked trisaccharide in 56% overall yield.
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22
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37049088714
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24
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0001694615
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Similar transformations have been performed after oxidative coupling of pyranoid glycals. See for instance: K.-C. Liu, S.J. Danishefsky, J. Org. Chem. 1994, 59, 1892.
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26
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1542759302
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Ethyl 2,3,5-tri-O-benzoyl-1-thio-α-L-arabinofuranoside 23 was prepared from 1-O-acetyl-2,3,5-tri-O-benzoyl-α-L-arabinofuranose (R.L. Tolman, D.A. Baker, Meth. Carbohydr. Chem. 1976, 7, 59) by reaction with EtSH and tin(IV) chloride (toluene, 1 h, 72%).
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Tolman, R.L.1
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27
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0025125757
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