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12244274898
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note
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F = 0.00 ppm) as an internal standard.
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23
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-
25
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12244298087
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note
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19F resonances at - 120.6 and - 121.4 ppm. The linker signal remained at the same shift as for resin 3 (- 134.4 ppm).
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26
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12244249772
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note
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19F resonances derived from the oFPhCH and pFBz protective groups.
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-
-
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27
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12244290224
-
-
note
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-1).
-
-
-
-
29
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12244250668
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note
-
Fluorinated protective groups have previously been found to provide anchimeric assistance in the formation of 1,2-trans glycosidic bonds equally as well as the regular benzoyl group does (see ref. [28]). The poor β/α selectivity obtained for 4 was therefore concluded to be due to the low reactivity of the hydroxy group at the 4-position in 3.
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