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note
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Several cinchona-derived catalysts with an acidic proton moiety were tested and found to be inferior to quinine and quinidine.
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34
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33746895734
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note
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Using a Cbz-protected imine gave a product with lower enantioselectivity compared to the analogous Boc-protected imine. This observation in combination with the more tedious preparation of Cbz imines resulted in no further consideration of Cbz imines as substrates.
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35
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note
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A screening of solvents showed that xylene gave better results than, e.g., toluene and polar protic and aprotic solvents. Use of fluorobenzene or mesitylene lowered the selectivity with respect to xylene. No difference could be observed between using a mixture of xylenes or p-xylene as solvent.
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36
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0035979053
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3): Davis, F. A.; Lee, S.; Yan, H.; Titus, D. D. Org. Lett. 2001, 3, 1757-1760].
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37
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note
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Changing the nucleophile to diisopropyl phosphite lowered the reactivity and selectivity of the reaction, whereas dimethyl phosphite was unreactive.
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