Methodology for regioselective synthesis of substituted pyridines via intramolecular oximino malonate hetero Diels-Alder reactions

Organic Letters

Volumn 2, Issue 25, 2000, Pages 4007-4008

  Bland, Douglas C ^a   Raudenbush, Brian C ^a   Weinreb, Steven M ^a  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CESIUM; MALONIC ACID DERIVATIVE; PYRIDINE DERIVATIVE;

ACYLATION; ARTICLE; CATALYSIS; CHEMISTRY; STEREOISOMERISM; SYNTHESIS; X RAY DIFFRACTION;

ACYLATION; CATALYSIS; CESIUM; MALONATES; PYRIDINES; STEREOISOMERISM; X-RAY DIFFRACTION;

EID: 0034649737     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006575i     Document Type: Article

References (15)

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2. (b) Weinreb, S. M. Heterodienophile Additions to Dienes. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 4, p 401.
3. (a) Biehler, J.-M.; Perchais, J.; Fleury, J.-P. Bull. Soc. Chim. Fr. 1971, 2711.
4. (b) Biehler, J.-M.; Fleury, J.-P. J. Heterocycl. Chem. 1971, 8, 431.
5. (c) Perchais, J.; Fleury, J.-P. Tetrahedron 1972, 28, 2267.
6. (d) Fleury, J.-P. Chemia 1977, 31, 143.
7. (e) Fleury, J.-P.; Desbois, M.; See, J. Bull Soc. Chim. Fr. 1978, II-147.
8. Dormagen, W.; Rotscheidt, K.; Breitmaier, E. Synthesis 1988, 636.
9. Katagiri, N.; Nochi, H.; Kurimoto, A.; Sato, H.; Kaneko, C. Chem. Pharm. Bull. 1994, 42, 1251.
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11. Weinreb, S. M. Acc. Chem. Res. 1985, 18, 16.
12. For preparation of these types of dienic acids, see inter alia: (a) Hudlicky, T.; Koszyk, F. J.; Kutchan, T. M.; Sheth, J. P. J. Org. Chem. 1980, 45, 5020.
13. (b) Martin, S. F.; Tu, C.; Chou, T. J. Am. Chem. Soc. 1980, 102, 5274.
14. (c) Gutierrez, A. J.; Shea, K. J.; Svoboda, J. J. J. Org. Chem. 1989, 54, 4335.
15. 2Et) and Dr. D. Powell (University of Wisconsin) for analysis of 15.