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Diol 5a was commercially available.
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Diol 5a was commercially available.
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27
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64149089777
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In all cases, diamines 8e-j were isolated with yields up to 75% except for compound 8e 54, In this case, elimination byproducts were detected in the reaction crude of die nucleophilic substitution with sodium azide
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In all cases, diamines 8e-j were isolated with yields up to 75% except for compound 8e (54%). In this case, elimination byproducts were detected in the reaction crude of die nucleophilic substitution with sodium azide.
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64149116270
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Monoacetylation of compound 8h was also attempted, but we were not able to separate the enantiomers of the final product under any chiral HPLC conditions, so we decided to prepare 12h using benzoic anhydride instead of acetic anhydride.
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Monoacetylation of compound 8h was also attempted, but we were not able to separate the enantiomers of the final product under any chiral HPLC conditions, so we decided to prepare 12h using benzoic anhydride instead of acetic anhydride.
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30
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0000344071
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64149083880
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3) for 70% ee found in our experimental conditions that has been obtained from (R)-10m.
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3) for 70% ee found in our experimental conditions that has been obtained from (R)-10m.
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