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0344580420
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note
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For the combinations used, the reaction of ketoester 8x (derived from amino acid 9x) with triflate 7y gives γ-ketoester 6xy.
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37
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0345442503
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note
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For calibrating the LIS method to determine enantioselectivity, racemic 7aa was prepared and subjected to examination by the LIS reagent.
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40
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33947300284
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(a) House, H. O.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324.
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43
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0344148910
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note
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This is based on the very reasonable assumption that epimerization at C-2 or C-5 does not occur during the fluorination.
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-
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44
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0345011410
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note
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The semiempirical AM1 calculations were performed on a Silicon Graphics workstation (Indigo 2) using the MOPAC program in Insight II (4.0.0) from MSI. The input geometries for the AM1 calculations were obtained by using the Discover force field (Steepest first 1000 steps and then Newton; Derivative = 0.001) within Insight II (4.0.0).
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45
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0030721614
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For an excellent literature survey, see: Enders, D.; Potthoff, M.; Raabe, G.; Runsink, J. Angew. Chem., Int. Ed. Engl. 1997, 36, 2362.
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Enders, D.1
Potthoff, M.2
Raabe, G.3
Runsink, J.4
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