A tandem Petasis-Ugi multi component condensation reaction: Solution phase synthesis of six dimensional libraries

Tetrahedron Letters

Volumn 44, Issue 3, 2003, Pages 603-605

  Portlock, David E ^a   Ostaszewski, Ryszard ^b   Naskar, Dinabandhu ^c   West, Laura ^a  

^a Health Care Research Center   (United States)

^b WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

^c Chembiotek Research International   (India)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AMINO ACID; BORONIC ACID DERIVATIVE; PEPTIDE DERIVATIVE;

ARTICLE; DIASTEREOISOMER; MANNICH REACTION; PETASIS UGI CONDENSATION; POLYMERIZATION; RACEMIC MIXTURE; SYNTHESIS;

EID: 0037433983     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02619-9     Document Type: Article

References (23)

1. For reviews, see: (a) Golebiowski, A.; Klopfenstein, S. R.; Portlock, D. E. Curr. Opin. Chem. Biol. 2001, 5, 273; (b) Schreiber, S. L. Science 2000, 287, 1964; (c) Modern Drug Discovery, 1999, July/August, whole issue; (d) Dolle, R. E. Mol. Diversity 1998, 3, 199.
2. For reviews, see: (a) Golebiowski, A.; Klopfenstein, S. R.; Portlock, D. E. Curr. Opin. Chem. Biol. 2001, 5, 273; (b) Schreiber, S. L. Science 2000, 287, 1964; (c) Modern Drug Discovery, 1999, July/August, whole issue; (d) Dolle, R. E. Mol. Diversity 1998, 3, 199.
3. For reviews, see: (a) Golebiowski, A.; Klopfenstein, S. R.; Portlock, D. E. Curr. Opin. Chem. Biol. 2001, 5, 273; (b) Schreiber, S. L. Science 2000, 287, 1964; (c) Modern Drug Discovery, 1999, July/August, whole issue; (d) Dolle, R. E. Mol. Diversity 1998, 3, 199.
4. For reviews, see: (a) Golebiowski, A.; Klopfenstein, S. R.; Portlock, D. E. Curr. Opin. Chem. Biol. 2001, 5, 273; (b) Schreiber, S. L. Science 2000, 287, 1964; (c) Modern Drug Discovery, 1999, July/August, whole issue; (d) Dolle, R. E. Mol. Diversity 1998, 3, 199.
5. For leading references, see: (a) Nicolaou, K. C.; Hanko, R.; Hartwig, W. Handbook of Combinatorial Chemistry; Wiley-VCH: Weinheim, 2002;Vols. 1 and 2; (b) Sucholeiki, I. High-Throughput Synthesis. Principles and Practices; Marcel Dekker: New York, 2001; (c) Czarnik, A. W. Solid-Phase Organic Synthesis; Wiley Interscience: New York, 2001; Vol. 1.
6. For leading references, see: (a) Nicolaou, K. C.; Hanko, R.; Hartwig, W. Handbook of Combinatorial Chemistry; Wiley-VCH: Weinheim, 2002;Vols. 1 and 2; (b) Sucholeiki, I. High-Throughput Synthesis. Principles and Practices; Marcel Dekker: New York, 2001; (c) Czarnik, A. W. Solid-Phase Organic Synthesis; Wiley Interscience: New York, 2001; Vol. 1.
7. For leading references, see: (a) Nicolaou, K. C.; Hanko, R.; Hartwig, W. Handbook of Combinatorial Chemistry; Wiley-VCH: Weinheim, 2002;Vols. 1 and 2; (b) Sucholeiki, I. High-Throughput Synthesis. Principles and Practices; Marcel Dekker: New York, 2001; (c) Czarnik, A. W. Solid-Phase Organic Synthesis; Wiley Interscience: New York, 2001; Vol. 1.
8. Ugi I., Heck S. Combi. Chem. HTS. 4:2001;1.
9. Domling A., Ugi I. Angew. Chem., Int. Ed. 39:2000;3168.
10. Bienayme H., Hulme C., Oddon G., Schmidt P. Chem. Eur. J. 6:2000;3321.
11. Ugi I., Domling A., Werner B. J. Heterocyclic Chem. 37:2000;647.
12. Hulme C., Peng J., Tang S.-Y., Burns C.J., Morize I., Labaudiniere R. J. Org. Chem. 63:1998;8021. and references cited therein.
13. For example, see: (a) Wright, D. L.; Robotham, C. V.; Aboud, K. Tetrahedron Lett. 2002, 43, 943; (b) Beck, K.; Magnin-Lachaux, M.; Herdtweck, E.; Domling, A. Org. Lett. 2001, 3, 2875.
14. For example, see: (a) Wright, D. L.; Robotham, C. V.; Aboud, K. Tetrahedron Lett. 2002, 43, 943; (b) Beck, K.; Magnin-Lachaux, M.; Herdtweck, E.; Domling, A. Org. Lett. 2001, 3, 2875.
15. Kappe C.O. Accts. Chem. Res. 33:2000;879. and references cited therein.
16. Petasis N.A., Goodman A., Zavialov I.A. Tetrahedron. 53:1997;16463.
17. Jiang B., Yang C.-G., Gu X.-H. Tetrahedron Lett. 42:2001;2545.
18. Obrecht, D.; Villalgordo, J. M. Solid-Supported Combinatorial and Parallel Synthesis of Small-Molecular-Weight Compound Libraries; Tetrahedron Organic Chemistry Series, Pergamon: New York, 1998; Chapters 1 and 4.
19. Constabel F., Ugi I. Tetrahedron. 57:2001;5785.
20. Domling A., Herdtweck E., Ugi I. Acta Chem. Scand. 52:1998;107.
21. The concept of a tandem Petasis-Ugi multi-component condensation has been disclosed by us previously, see: (a) CHIs Seventh Annual High Throughput Organic Synthesis Symposium, Portlock, D. E. 'Synthesis of Thematic Libraries for a Platform Target-Based Approach to Drug Discovery', 13-15 Feb 2002, San Diego, CA; (b) Portlock, D. E.; Naskar, D.; West, L.; Li, M. Tetrahedron Lett. 2002, 43, 6845.
22. The concept of a tandem Petasis-Ugi multi-component condensation has been disclosed by us previously, see: (a) CHIs Seventh Annual High Throughput Organic Synthesis Symposium, Portlock, D. E. 'Synthesis of Thematic Libraries for a Platform Target-Based Approach to Drug Discovery', 13-15 Feb 2002, San Diego, CA; (b) Portlock, D. E.; Naskar, D.; West, L.; Li, M. Tetrahedron Lett. 2002, 43, 6845.
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