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For reviews on α,α-disubstituted α-amino acids and their peptides, see: (a) Benedetti, E. Biopolymers 1996, 40, 3-44; (b) Karle, I. L. Biopolymers 1996, 40, 157-180; (c) Toniolo, C.; Crisma, M.; Formaggio, F.; Benedetti, E.; Santini, A.; Iacovino, R.; Saviano, M.; Di Blasio, B.; Pedone, C.; Kamphuis, J. Biopolymers 1996, 40, 519-522; (d) Karle, I. L. Acc. Chem. Res. 1999, 32, 693-701; (e) Andrews, M. J. I.; Tabor, A. B. Tetrahedron 1999, 55, 11711-11743; (f) Toniolo, C.; Crisma, M.; Formaggio, F.; Peggion, C. Biopolymers 2001, 60, 396-419.
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Tabor, A.B.2
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For reviews on α,α-disubstituted α-amino acids and their peptides, see: (a) Benedetti, E. Biopolymers 1996, 40, 3-44; (b) Karle, I. L. Biopolymers 1996, 40, 157-180; (c) Toniolo, C.; Crisma, M.; Formaggio, F.; Benedetti, E.; Santini, A.; Iacovino, R.; Saviano, M.; Di Blasio, B.; Pedone, C.; Kamphuis, J. Biopolymers 1996, 40, 519-522; (d) Karle, I. L. Acc. Chem. Res. 1999, 32, 693-701; (e) Andrews, M. J. I.; Tabor, A. B. Tetrahedron 1999, 55, 11711-11743; (f) Toniolo, C.; Crisma, M.; Formaggio, F.; Peggion, C. Biopolymers 2001, 60, 396-419.
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For a review on molecular recognition, asymmetric catalysis and new materials involving 1,1′-binaphthyl dimers, oligomers and polymers, see:
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For the synthesis of Hms, see: (a) O'Connor, M. J.; Brush, J. R.; Theo, S.-B. Aust. J. Chem. 1977, 30, 683-684; (b) Stasiak, M.; Wolf, W. M.; Leplawy, M. T. J. Pept. Sci. 1998, 4, 46-57. For the conformational analysis of Hms(Ipr) homooligomers, see: (c) Wolf, W. M.; Stasiak, M.; Leplawy, M. T.; Bianco, A.; Formaggio, F.; Crisma, M.; Toniolo, C. J. Am. Chem. Soc. 1998, 120, 11558-11566.
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0031992249
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For the synthesis of Hms, see: (a) O'Connor, M. J.; Brush, J. R.; Theo, S.-B. Aust. J. Chem. 1977, 30, 683-684; (b) Stasiak, M.; Wolf, W. M.; Leplawy, M. T. J. Pept. Sci. 1998, 4, 46-57. For the conformational analysis of Hms(Ipr) homooligomers, see: (c) Wolf, W. M.; Stasiak, M.; Leplawy, M. T.; Bianco, A.; Formaggio, F.; Crisma, M.; Toniolo, C. J. Am. Chem. Soc. 1998, 120, 11558-11566.
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Stasiak, M.1
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0032544937
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For the synthesis of Hms, see: (a) O'Connor, M. J.; Brush, J. R.; Theo, S.-B. Aust. J. Chem. 1977, 30, 683-684; (b) Stasiak, M.; Wolf, W. M.; Leplawy, M. T. J. Pept. Sci. 1998, 4, 46-57. For the conformational analysis of Hms(Ipr) homooligomers, see: (c) Wolf, W. M.; Stasiak, M.; Leplawy, M. T.; Bianco, A.; Formaggio, F.; Crisma, M.; Toniolo, C. J. Am. Chem. Soc. 1998, 120, 11558-11566.
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Formaggio, F.5
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20
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0037152583
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For the synthesis of achiral crowned Hms, see:
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For the synthesis of achiral crowned Hms, see: Bělohradský M., Císařová I., Holý P., Pastor J., Závada J. Tetrahedron. 58:2002;8811-8823.
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21
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85031223957
-
-
Aic: 2-aminoindan-2-carboxylic acid.
-
Aic: 2-aminoindan-2-carboxylic acid.
-
-
-
-
22
-
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0035047487
-
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For the synthesis of achiral crowned Aic, see:
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For the synthesis of achiral crowned Aic, see: Kotha S., Brahmachary E. Indian J. Chem. 40B:2001;1-4.
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0034721732
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7c residues Bip and Bin possessing only an axial chirality, see: (a) Formaggio, F.; Crisma, M.; Toniolo, C.; Tchertanov, L.; Guilhem, J.; Mazaleyrat, J. P.; Gaucher, A.; Wakselman, M. Tetrahedron 2000, 56, 8721-8734; (b) Formaggio, F.; Peggion, C.; Crisma, M.; Toniolo, C.; Tchertanov, L.; Guilhem, J.; Mazaleyrat, J. P.; Goubard, Y.; Gaucher, A.; Wakselman, M. Helv. Chim. Acta 2001, 84, 481-501.
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24
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0035097464
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7c residues Bip and Bin possessing only an axial chirality, see: (a) Formaggio, F.; Crisma, M.; Toniolo, C.; Tchertanov, L.; Guilhem, J.; Mazaleyrat, J. P.; Gaucher, A.; Wakselman, M. Tetrahedron 2000, 56, 8721-8734; (b) Formaggio, F.; Peggion, C.; Crisma, M.; Toniolo, C.; Tchertanov, L.; Guilhem, J.; Mazaleyrat, J. P.; Goubard, Y.; Gaucher, A.; Wakselman, M. Helv. Chim. Acta 2001, 84, 481-501.
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Wakselman, M.10
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0032839743
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Toniolo C., Formaggio F., Crisma M., Mazaleyrat J.P., Wakselman M., George C., Deschamps J.R., Flippen-Anderson J.L., Pispisa B., Venanzi M., Palleschi A. Chem. Eur. J. 5:1999;2254-2264.
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85031226701
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2). (RS)-7: +220 (c 0.2; MeOH). (RR)-9: -7 (c 0.1; MeOH). (RS)-9: +567 (c 0.1; MeOH).
-
2). (RS)-7: +220 (c 0.2; MeOH). (RR)-9: -7 (c 0.1; MeOH). (RS)-9: +567 (c 0.1; MeOH).
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46
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85031227583
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Chromatographic separation of the diastereoisomers (RR)-9 and (RS)-9 by preparative TLC was realized only on small scale. HPLC might be necessary when the synthesis is scaled-up
-
Chromatographic separation of the diastereoisomers (RR)-9 and (RS)-9 by preparative TLC was realized only on small scale. HPLC might be necessary when the synthesis is scaled-up.
-
-
-
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48
-
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85031216458
-
-
2c
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2c.
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49
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0032742638
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For a review article on synthetic approaches to binaphthyl derivatives, see:
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0031191655
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For review articles on fluorescent sensors and artificial molecular machines, mentioning the use of binaphthyl crown-ethers, see: (a) de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566; (b) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
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For review articles on fluorescent sensors and artificial molecular machines, mentioning the use of binaphthyl crown-ethers, see: (a) de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566; (b) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
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(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 3348-3391
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Balzani, V.1
Credi, A.2
Raymo, F.M.3
Stoddart, J.F.4
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