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Preliminary communication: M. Sani, L. Bruché. G. Chiva, S. Fustero, J. Piera, A. Volonterio. M. Zanda, Angew. Chem. 2003, 115, 2106-2109;
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In the same way, Zanda, Volonterio, and co-workers previously designed a similar protocol for the synthesis of a new class of pseudopeptides starting, in this case, from β-trifluoromethyl acrylic acid derivatives and α-amino acid esters, a A. Volonterio, P. Bravo. M. Zanda, Org. Lett. 2000, 2, 1827-1830;
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In the same way, Zanda, Volonterio, and co-workers previously designed a similar protocol for the synthesis of a new class of pseudopeptides starting, in this case, from β-trifluoromethyl acrylic acid derivatives and α-amino acid esters, a) A. Volonterio, P. Bravo. M. Zanda, Org. Lett. 2000, 2, 1827-1830;
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35349030055
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Other bases and solvents gave less satisfactory results see ref, 12
-
Other bases and solvents gave less satisfactory results (see ref. [12]).
-
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41
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0003926839
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For a description of the theoretical methodology, see:, Wiley, Chichester, 2nd ed
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For a description of the theoretical methodology, see: F. Jensen. Introduction to Computational Chemistry. Wiley, Chichester, 2nd ed. 2007.
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An analogous transition structure has previously been described in a study of the nucleophilic addition of ammonia to acrolein: L. Pardo, R. Osman, H. Weinstein, J. R. Rabinowitz. J. Am. Chem. Soc. 1993, 115, 8263-8269
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An analogous transition structure has previously been described in a study of the nucleophilic addition of ammonia to acrolein: L. Pardo, R. Osman, H. Weinstein, J. R. Rabinowitz. J. Am. Chem. Soc. 1993, 115, 8263-8269.
-
-
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44
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35349024597
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The authors would like to thank the referees for clarifying this point
-
The authors would like to thank the referees for clarifying this point.
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-
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45
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33747237825
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For a detailed discussion of fluorine-hydrogen interactions see:, Blackwell Publishing Ltd, Oxford, Chapter 4
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84858349587
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3,-1.360).
-
3,-1.360).
-
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48
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35348930251
-
-
Strictly speaking, the orbitais used in this work are Khon-Sham orbitais: that is, solutions of Khon-Sham density-functional equations (sec ref. [15]), and not molecular orbitais in the most habitual sense of being solutions of the Hartree-Fock-Roothaan equations.
-
Strictly speaking, the orbitais used in this work are Khon-Sham orbitais: that is, solutions of Khon-Sham density-functional equations (sec ref. [15]), and not molecular orbitais in the most habitual sense of being solutions of the Hartree-Fock-Roothaan equations.
-
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49
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84858357686
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A more detailed study of the concept of the electrophilicity, including a quantitative definition relating the energies of the HOMO and LUMO with a global electrophilicity index, can be found in: L. R. Domínguez, P. Pérez, R. Contreras, Tetrahedron 2004, 60, 6585-6591.
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A more detailed study of the concept of the electrophilicity, including a quantitative definition relating the energies of the HOMO and LUMO with a global electrophilicity index, can be found in: L. R. Domínguez, P. Pérez, R. Contreras, Tetrahedron 2004, 60, 6585-6591.
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54
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84858350476
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-1 at 0°C produces a diastereoisomeric ratio (dr) of about 5:1.
-
-1 at 0°C produces a diastereoisomeric ratio (dr) of about 5:1.
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55
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35348970136
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The full details of this experiment and the corresponding mathematical analysis can be found in the Supporting Information
-
The full details of this experiment and the corresponding mathematical analysis can be found in the Supporting Information.
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56
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84858357688
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