The Three-Component Reaction between Isatin, α-Amino Acids, and Dipolarophiles

European Journal of Organic Chemistry

Volumn , Issue 2, 2004, Pages 413-418

  Rehn, Stanley ^a,b   Bergman, Jan ^a,b   Stensland, Birgitta ^c  

^a KAROLINSKA INSTITUTE   (Sweden)

^b SÖDERTÖRN UNIVERSITY   (Sweden)

^c ASTRAZENECA R AND D   (Sweden)

Author keywords

Cycloadditions; Nitrogen heterocycles; Amino acid

Indexed keywords

3 SPIRO[PYRROLIDINOOXINDOLE] DERIVATIVE; ALPHA AMINO ACID; ISATIN DERIVATIVE; OXINDOLE; SPIRO COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0842284205     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300621     Document Type: Article

References (24)

1. A. Jossang, P. Jossang, H. A. Hadi, T. Sevenet, B. Bodo, J. Org. Chem. 1991, 56, 6527-6530.
2. P. R. Sebahar, R. M. Williams, J. Am. Chem. Soc. 2000, 122, 5666-5667.
3. C. Meyers, E. M. Carreira, Angew. Chem. 2003, 115, 718-720; Angew. Chem. Int. Ed. 2003, 42, 694-696.
4. C. Meyers, E. M. Carreira, Angew. Chem. 2003, 115, 718-720; Angew. Chem. Int. Ed. 2003, 42, 694-696.
5. J. S. Clark, Nitrogen, Oxygen and Sulfur Ylide Chemistry, Oxford University Press, Oxford, 2002.
6. G. P. Rizzi, Org. Chem. 1970, 35, 2069-2072.
7. A. Schönberg, R. Moubacher, Chem. Rev. 1952, 50, 261-277.
8. Y. Ohfune, T. Shinada, Bull. Chem. Soc. Jpn. 2003, 76, 1115-1129.
9. O. Tsuge, S. Kanemasa, M. Ohe, S. Takenaka, Bull. Chem. Soc. Jpn. 1987, 60, 4079-4089.
10. K. Amornraksa, R. Grigg, H. Q. N. Gunaratne, J. Kemp, V. Sridharan, J. Chem. Soc., Perkin Trans. 1 1987, 2285-2296.
11. J. Azizian, A. Asadi, K. Jadidi, Synth. Commun. 2001, 31, 2727-2733.
12. P. Pardasani, R. T. Pardasani, D. Sherry, V. Chaturvedi, Synth. Commun. 2002, 32, 435-441.
13. T. Coulter, R. Grigg, J. F. Malone, V. Sridharan, Tetrahedron Lett. 1991, 32, 5417-5420.
14. D. Fokas, W. J. Ryan, D. S. Casebier, D. L. Coffen, Tetrahedron Lett. 1998, 39, 2235-2238.
15. A. Franke, Justus Liebigs Ann. Chem. 1978, 717-725.
16. A. Casaschi, G. Desimoni, G. Faita, A. G. Invernizzi, P. Grünanger, Heterocycles 1994, 37, 1673-1686.
17. M. F. Aly, G. M. El-Nagger, T. I. El-Emary, R. Grigg, S. A. M. Metwally, S. Sivagnanam, Tetrahedron 1994, 50, 895-906.
18. R. Grigg, J. Kemp, G. Sheldrick, J. Trotter, J. Chem. Soc., Chem. Commun. 1978, 109-111.
19. Enraf-Nonius, Kappa-CCD Server Software, Enraf-Nonius, Delft, The Netherlands, 2000.
20. A. Altomare, M. C. Burla, M. Camalli, G. Cascarano, C. Giacovazzo, A. Guagliardi, G. Polidori, SIR92, Program for automatic solution of crystal structures from X-ray diffraction data, 1992.
21. Z. Otwinowski, W. Minor, Methods Enzymol. 1998, 276, 302-326;
22. Z. Otwinowski, W. Minor, Macromolecular Crystallography (Eds.: C. W. Carter Jr., R. M. Sweet), Academic Press, Inc., 1997.
23. S. MacKay, C. Edwards, A. Henderson, C. Gilmore, N. Stewart, K. Shankland, A. Donald, The maXus program package. A state-of-the art computer program for solving, refining and publishing crystal structures from X-ray diffraction data. Chemistry Department, The University, Glasgow, Scotland. Developed for Mac Science Co., Japan and Nonius, The Netherlands, 2001.
24. A. L. Spek, PLATON. A program designed for generation and analysis of stereochemical and molecular geometry data. University of Utrecht, The Netherlands, 2003.