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The glycosylation with glycosyl phosphites has been the subject of various mechanistic studies showing that different mechanisms can operate, depending on how the substrates and the promoter are mixed, see: H. Kondo, S. Aoki, Y. Ichikawa, R. L. Halcomb, H. Ritzen, C.-H. Wong, J. Org. Chem. 1994, 59, 864-877.
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33847587424
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-
note
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The distance between O1, O2, and O3 is approximately 2.8 Å, that between O8, O12, and O18 is approximately 4.4 Å, and that between O7, O13, and O17 is approximately 8.6 Å (the oxygens are numbered according to the ORTEP view of 30 in Figure 1).
-
-
-
-
100
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-
33847594102
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-
note
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The following compounds were examined: N-phthaloyl-glycine, N-acetyl-D- and L-phenylglycine, L-phenylalanine ethyl ester hydrochloride, (R)- and (S)-Mosher's acid, tetrabutylammonium iodide, (R)- and (S)-trimethyl(1-phenylethyl)ammonium iodide, (R)- and (S)-1-phenylethanol, succinimide, cesium fluoride, cesium acetate, silver nitrate.
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101
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Lee, S.B.1
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102
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33847595533
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note
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3 in the absence of the host.
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103
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W. L. F. Armarego, D. D. Perrin, Purification of Laboratory Chemicals, 4th ed., Butterworth-Heinemann, Oxford, 1996.
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Armarego, W.L.F.1
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104
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M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori, R. Spagna, Acta Cryslallogr. Sect. A, 2000, 56, 451-457.
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Burla, M.C.1
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C. K. Johnson, ORTEP II, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, TN, 1976.
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ORTEP II
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Johnson, C.K.1
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