Preparation and inverse electron demand Diels-Alder reactions of 3-methoxy-6-methylthio-1,2,4,5-tetrazine

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3805-3808

  Sakya, Subas M ^a   Groskopf, Kelley K ^a   Boger, Dale L ^b  

^a PFIZER INC   (United States)

^b SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 METHOXY 6 METHYLTHIO 1,2,4,5 TETRAZINE; TETRAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ELECTRON; SYNTHESIS;

BETULACEAE;

EID: 0031005096     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00751-X     Document Type: Article

References (14)

1. Boger, D. L.; Weinreb, S. M. Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: San Diego,1987; Boger, D. L.; Patel, M. Progress in Heterocyclic Chemistry, Vol. 1; Suschizky, H.; Scriven, E. F. V., Eds.; Pergamon Press: London, 1989, p 30; Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149; Boger, D. L. Chem. Rev. 1986, 86, 781.
2. Boger, D. L.; Weinreb, S. M. Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: San Diego,1987; Boger, D. L.; Patel, M. Progress in Heterocyclic Chemistry, Vol. 1; Suschizky, H.; Scriven, E. F. V., Eds.; Pergamon Press: London, 1989, p 30; Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149; Boger, D. L. Chem. Rev. 1986, 86, 781.
3. Boger, D. L.; Weinreb, S. M. Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: San Diego,1987; Boger, D. L.; Patel, M. Progress in Heterocyclic Chemistry, Vol. 1; Suschizky, H.; Scriven, E. F. V., Eds.; Pergamon Press: London, 1989, p 30; Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149; Boger, D. L. Chem. Rev. 1986, 86, 781.
4. Boger, D. L.; Weinreb, S. M. Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: San Diego,1987; Boger, D. L.; Patel, M. Progress in Heterocyclic Chemistry, Vol. 1; Suschizky, H.; Scriven, E. F. V., Eds.; Pergamon Press: London, 1989, p 30; Boger, D. L. Chemtracts: Org. Chem. 1996, 9, 149; Boger, D. L. Chem. Rev. 1986, 86, 781.
5. Boger, D. L.; Sakya, S. M. J. Org. Chem. 1988, 53, 1415; Boger, D. L.; Zhang, M. J. J. Am. Chem. Soc. 1991, 113, 4230.
6. Boger, D. L.; Sakya, S. M. J. Org. Chem. 1988, 53, 1415; Boger, D. L.; Zhang, M. J. J. Am. Chem. Soc. 1991, 113, 4230.
7. Panek, J. S.; Zhu, B. Tetrahedron Lett. 1996, 37, 8151.
8. Burg, B.; Dittmar, W.; Reim, H.; Steigel, A.; Saur, J. Tetrahedron Lett. 1975, 2897; Muller, K.; Saur, J. Tetrahedron Lett. 1984, 25, 2541; Balcar, J.; Chrisam, G.; Huber, F. X.; Saur, J. Tetrahedron Lett. 1983, 24, 1481; Meier, A.; Saur, J. Tetrahedron Lett. 1990, 31, 6855;
9. Burg, B.; Dittmar, W.; Reim, H.; Steigel, A.; Saur, J. Tetrahedron Lett. 1975, 2897; Muller, K.; Saur, J. Tetrahedron Lett. 1984, 25, 2541; Balcar, J.; Chrisam, G.; Huber, F. X.; Saur, J. Tetrahedron Lett. 1983, 24, 1481; Meier, A.; Saur, J. Tetrahedron Lett. 1990, 31, 6855;
10. Burg, B.; Dittmar, W.; Reim, H.; Steigel, A.; Saur, J. Tetrahedron Lett. 1975, 2897; Muller, K.; Saur, J. Tetrahedron Lett. 1984, 25, 2541; Balcar, J.; Chrisam, G.; Huber, F. X.; Saur, J. Tetrahedron Lett. 1983, 24, 1481; Meier, A.; Saur, J. Tetrahedron Lett. 1990, 31, 6855;
11. Burg, B.; Dittmar, W.; Reim, H.; Steigel, A.; Saur, J. Tetrahedron Lett. 1975, 2897; Muller, K.; Saur, J. Tetrahedron Lett. 1984, 25, 2541; Balcar, J.; Chrisam, G.; Huber, F. X.; Saur, J. Tetrahedron Lett. 1983, 24, 1481; Meier, A.; Saur, J. Tetrahedron Lett. 1990, 31, 6855;
12. Sandstrom, J. Acta Chem. Scand. 1961, 15, 1575.
13. Neugebauer, F. A.; Fisher, H. Liebigs Ann. Chem. 1982, 387.
14. 2OS: C, 5508; H, 6.16; N, 14.27. Found: C, 55.12; H, 6.23; N, 14.27. All other products were similarly characterized.