Preparation of bicyclic phosphonic and phosphinic amides via N→C migration of phosphorus

Synthesis

Volumn , Issue 4, 2000, Pages 565-570

  He, Zhengjie ^a   Modro, Tom A ^a  

^a UNIVERSITY OF PRETORIA   (South Africa)

Author keywords

Bicyclic structures; Metallation induced rearrangement; N alkylation; Phosphinic amides; Phosphonic diamides

Indexed keywords

AMIDE; PHOSPHONIC ACID DERIVATIVE; PHOSPHORUS;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0034128292     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2000-6368     Document Type: Article

References (16)

1. Melvin, N. S. Tetrahedron Lett. 1981, 22, 3375.
2. Dhawan, B.; Redmore, D. J. Org. Chem. 1984, 49, 4018. Dhawan, B.; Redmore, D. J. Org. Chem. 1986, 51, 179. Dhawan, B.; Redmore, D. Phosphorus, Sulfur, Silicon Rel. Elem. 1989, 42, 177.
3. Dhawan, B.; Redmore, D. J. Org. Chem. 1984, 49, 4018. Dhawan, B.; Redmore, D. J. Org. Chem. 1986, 51, 179. Dhawan, B.; Redmore, D. Phosphorus, Sulfur, Silicon Rel. Elem. 1989, 42, 177.
4. Dhawan, B.; Redmore, D. J. Org. Chem. 1984, 49, 4018. Dhawan, B.; Redmore, D. J. Org. Chem. 1986, 51, 179. Dhawan, B.; Redmore, D. Phosphorus, Sulfur, Silicon Rel. Elem. 1989, 42, 177.
5. Heinicke, J.; Böhle, I.; Tzschach, A. J. Organomet. Chem. 1986, 317, 11. Heinicke, J.; Kadyrov, R.; Kellner, K.; Nietzschmann, E.; Tzschach, A. Phosphorus, Sulfur, Silicon Rel. Elem. 1989, 44, 209.
6. Heinicke, J.; Böhle, I.; Tzschach, A. J. Organomet. Chem. 1986, 317, 11. Heinicke, J.; Kadyrov, R.; Kellner, K.; Nietzschmann, E.; Tzschach, A. Phosphorus, Sulfur, Silicon Rel. Elem. 1989, 44, 209.
7. Paladino, J.; Guyard, C.; Thurieau, C.; Fauchere, J.L. Helv. Chim. Acta 1993, 76, 2465. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Heteroat. Chem.1993, 4, 361. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Russ. J. Gen. Chem. 1994, 64, 554.
8. Paladino, J.; Guyard, C.; Thurieau, C.; Fauchere, J.L. Helv. Chim. Acta 1993, 76, 2465. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Heteroat. Chem.1993, 4, 361. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Russ. J. Gen. Chem. 1994, 64, 554.
9. Paladino, J.; Guyard, C.; Thurieau, C.; Fauchere, J.L. Helv. Chim. Acta 1993, 76, 2465. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Heteroat. Chem.1993, 4, 361. Onys'ko, P. P.; Suvalova, E. A.; Chudakova, T. I.; Sinitsa, A. D. Russ. J. Gen. Chem. 1994, 64, 554.
10. Masson, S.; Saint-Clair, J.-F.; Saquet, M. Tetrahedron Lett. 1994, 35, 3083. Masson, S.; Saint-Clair, J.-F.; Dore, A.; Saquet, M. Bull. Soc. Chim. Fr. 1996, 133, 951
11. Masson, S.; Saint-Clair, J.-F.; Saquet, M. Tetrahedron Lett. 1994, 35, 3083. Masson, S.; Saint-Clair, J.-F.; Dore, A.; Saquet, M. Bull. Soc. Chim. Fr. 1996, 133, 951
12. Jardine, M. A.; Vather, S. M.; Modro, T. A. J. Org. Chem. 1988, 53, 3983.
13. Wan, H.; Modro, T. A. Synthesis 1996, 1227.
14. Bourne, S. A.; He, Z.; Modro, T. A.; Van Rooyen, P. H. Chem. Commun. 1999, 853.
15. Bourne, S. A.; He, Z.; Modro, T. A. J. Mol. Str. 1999, 475, 161.
16. He, Z.; Modro, T. A. J. Chem. Res. (S) 1999, 656.