Cycloaddition of 1,4-dimethyl-2,3-dimethylene-hexahydropyrazine to electron deficient alkenes

Tetrahedron

Volumn 56, Issue 25, 2000, Pages 4157-4162

  Kniep, Carina Sofia ^a   Boese, Roland ^a   Sustmann, Reiner ^a  

^a UNIVERSITY OF DUISBURG ESSEN   (Germany)

Author keywords

(4 + 2) cycloaddition; Diels Alder reaction; Reaction mechanism; Stereospecificity

Indexed keywords

ALKENE DERIVATIVE; PIPERAZINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; ISOMER; PRIORITY JOURNAL; STRUCTURE ANALYSIS;

BETULACEAE;

EID: 0034674738     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00340-9     Document Type: Article

References (23)

1. Fukui K. Fortschr. Chem. Forsch. 15:1970;1-85.
2. (a) Sauer, J.; Sustmann, R. Angew. Chem. 1980, 92, 773-801;
3. (b) Sauer, J.; Sustmann, R. Angew. Chem., Int. Ed. Engl. 1980, 19, 779-807.
4. (a) Shaik, S.; Shurki, A. Angew. Chem. 1999, 111, 616-657;
5. (b) Shaik, S.; Shurki, A. Angew. Chem., Int. Ed. Engl. 1999, 38, 586-625.
6. (a) Woodward, R. B.; Hoffmann, R. Angew. Chem. 1969, 81, 797-869;
7. (b) Woodward, R. B.; Hoffmann, R. Angew. Chem., Int. Ed. Engl. 1969, 8, 781.
8. Sustmann R., Sicking W. J. Am. Chem. Soc. 118:1996;12562-12571.
9. Sustmann R., Rogge M., Nüchter U., Harvey J. Chem. Ber. 125:1992;1665-1667.
10. Sustmann R., Rogge M. Tetrahedron Lett. 31:1990;2265-2268.
11. Sustmann R., Rogge M., Nüchter U., Bandmann H. Chem. Ber. 125:1992;1647-1656.
12. Sustmann R., Tappanchai S., Bandmann H. J. Am. Chem. Soc. 118:1996;12555-12561.
13. (a) Dern, M.; Korth, H.-G.; Kopp, G.; Sustmann, R. Angew. Chem. 1985, 97, 324-326;
14. (b) Dern, M.; Korth, H.-G.; Kopp, G.; Sustmann, R. Angew. Chem., Int. Ed. Engl. 1985, 24, 337-339.
15. (a) Sustmann, R.; Lücking, K.; Kopp, G.; Rese, M. Angew. Chem. 1989, 101, 1701-1704;
16. (b) Sustmann, R.; Lücking, K.; Kopp, G.; Rese, M. Angew. Chem., Int. Ed. Engl. 1989, 28, 1713-1715.
17. Lücking K., Rese M., Sustmann R. Liebigs Ann. 1995;1129-1138.
18. Rese M., Dern M., Lücking K., Sustmann R. Liebigs Ann. 1995;1139-1152.
19. Ahlbrecht H., Dietz M., Raab W. Synthesis. 1983;231-234.
20. Gotoh T., Padias A.B., Hall H.K. Jr. J. Am. Chem. Soc. 108:1986;4920-4931.
21. Pocar D., Trimarco P., Destro R., Ortoleva E., Ballabio M. Tetrahedron. 40:1984;3579-3585.
22. Liepins R., Campbell D., Walker C. J. Polym. Sci., Part A-1. 6:1968;3059-3073.
23. Ireland C.J., Jones K., Pizey J.S., Johnson S. Synth. Commun. 6:1976;185-191.