Isomerization of diethyl 1-alkynylphosphonates to 1,3-dienylphosphonates followed by diels-alder reaction with dead, maleic anhydride and maleimide

Heterocycles

Volumn 82, Issue 1, 2010, Pages 417-429

  Azab, Abdullatif ^a   Al Aziz Quntar, Abed ^a,b   Antebi, Tamar ^a   Srebnik, Morris ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^b AL QUDS UNIVERSITY   (Palestine)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79751487234     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-10-S(E)12     Document Type: Article

References (15)

1. S. F. Martin and P. J. Garrison, Synthesis, 1982, 394.
2. T. Minami, S. Tokomasu, R. Mimasu, and I. Hirao, Chem. Lett., 1985, 1099.
3. T. Okauchi, T. Kakiuchi, N. Kitamura, T. Utsunomiya, J. Ichikawa, and T. Minami, J. Org. Chem., 1997, 62, 8419.
4. S. D. Darling, F. N. Muralidharan, and V. B. Muralidharan, Tetrahedron Lett., 1979, 20, 2761.
5. A. A. Quntar and M. Srebnik, Org. Lett., 2001, 3, 1379.
6. Y. Shen, G.-F. Jiang, and J. Sun, J. Chem. Soc., Perkin Trans. 1, 1999, 3495.
7. L.-B. Han, Y. Ono, and H. Yazawa, Org. Lett., 2005, 7, 2909.
8. T. Minami and J. Motoyoshiya, Synthesis, 1992, 333.
9. B. Iorga, F. Eymery, D. Carmichael, and P. Savignac, Eur. J. Org. Chem., 2000, 3103.
10. R. Shintani, W.-L. Duan, S. Park, and T. Hayashi, Chem. Commun., 2006, 3646, and cited references.
11. H. Yasui, H. Yorimitsu, and K. Oshima, Synlett., 2006, 1783.
12. Marchand-Brynaert has reported a similar reaction as unpublished data in his review article: R. Robiette, N. Defacqz, D. Peeters, and J. Marchand-Brynaert, Curr. Org. Synth., 2005, 2, 453, but it still has not appeared in print.
13. E. Garbisch, J. Am. Chem. Soc., 1964, 86, 5561.
14. R. Daniels and K. Roseman, Tetrahedron Lett., 1966, 1335.
15. E. W. Bittner and J. T. Gerig, J. Am. Chem. Soc., 1972, 94, 913.