Practical preparation and reactivity of valuable functionalized cyclic α,α1-ketodiesters

Synthetic Communications

Volumn 28, Issue 12, 1998, Pages 2259-2269

  Lavoisier Gallo, Tania ^a   Rodriguez, Jean ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

2 OXOGLUTARIC ACID; ALPHA, ALPHA' KETODIESTER; DIMETHYL 3 OXOGLUTARIC ACID; ESTER; OXOACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; POLYMERIZATION; SYNTHESIS;

EID: 0031816656     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808007042     Document Type: Article

References (24)

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3. Lavoisier, T. and Rodriguez, J. Synlett 1996, 339-340. Lavoisier-Gallo, T. and Rodriguez, J. J. Org. Chem. 1997, 62, 3787-3788.
4. Charonnet, E. PhD Thesis, University of Marseille, in progress.
5. These results are part of T. Lavoisier-Gallo's PhD Thesis, University of Marseille 1996, and are closely related to part of the recent work from Stephanidou-Stephanatou's group: Mertzanos, G. E., Stephanidou-Stephanatou, J. And Tsoleridis, C. A. Synth. Commun. 1997, 27, 493-505.
6. These results are part of T. Lavoisier-Gallo's PhD Thesis, University of Marseille 1996, and are closely related to part of the recent work from Stephanidou-Stephanatou's group: Mertzanos, G. E., Stephanidou-Stephanatou, J. And Tsoleridis, C. A. Synth. Commun. 1997, 27, 493-505.
7. Thompson, C. M. Dianion Chemistry in Organic Synthesis, CRC Press Inc., Boca Raton 1994. For a synthetic utilization of the six-membered ring series, see: Huang, Y. and Lu, X. Tetrahedron Lett. 1988, 29, 5663-5664. For synthetic transformations of the seven-membered ring series, see: Tada, H., Takeuchi, Y., Amatatsu, Y., Furuichi, K., Kato, M., Matsumoto, S. and Hashimoto, M. J. Chem. Soc., Perkin Trans. 2 1993, 1305.
8. Thompson, C. M. Dianion Chemistry in Organic Synthesis, CRC Press Inc., Boca Raton 1994. For a synthetic utilization of the six-membered ring series, see: Huang, Y. and Lu, X. Tetrahedron Lett. 1988, 29, 5663-5664. For synthetic transformations of the seven-membered ring series, see: Tada, H., Takeuchi, Y., Amatatsu, Y., Furuichi, K., Kato, M., Matsumoto, S. and Hashimoto, M. J. Chem. Soc., Perkin Trans. 2 1993, 1305.
9. Thompson, C. M. Dianion Chemistry in Organic Synthesis, CRC Press Inc., Boca Raton 1994. For a synthetic utilization of the six-membered ring series, see: Huang, Y. and Lu, X. Tetrahedron Lett. 1988, 29, 5663-5664. For synthetic transformations of the seven-membered ring series, see: Tada, H., Takeuchi, Y., Amatatsu, Y., Furuichi, K., Kato, M., Matsumoto, S. and Hashimoto, M. J. Chem. Soc., Perkin Trans. 2 1993, 1305.
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16. This limitation seems to be the consequence of the high sensitivity of 13, which suffered extensive degradation under the reaction conditions.
17. A detailled study of this anionic domino reaction is currently underway in our laboratory.
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