A facile synthesis of β-lactams based on the isocyanide chemistry

Tetrahedron Letters

Volumn 38, Issue 14, 1997, Pages 2519-2520

  Bossio, Ricardo ^a   Marcos, Carlos F ^a   Marcaccini, Stefano ^a   Pepino, Roberto ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM DERIVATIVE; HETEROCYCLIC COMPOUND;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030957589     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00389-4     Document Type: Article

References (17)

1. Present address: Departamento de Química Orgánica, Facultad de Veterinaria, Universidad de Extremadura, E-10071 Cáceres, Spain.
2. See for example: Ugi, I. Angew. Chem. Int. Ed. Engl. 1982, 21, 810-819; Fukuyama, T.; Frank, R.K.; Jewell, C.F., Jr. J. Am. Chem. Soc. 1980, 102, 2122-2123; Isenring, U.P.; Hofheinz, W. Tetrahedron 1983, 39, 2591-2597; Hatanaka, M.; Nitta, H.; Ishimaru, T. Tetrahedron Lett. 1984, 25, 2387-2390; Ugi, I.; Achatz, J.; Baumgartner-Rupnik, M.; Danzer, B.; Fleck, C.; Glahsl, G.; Herrmann, R.; Jacob, P.; Kambach, C. Nat. Prod. Chem. 1988, 3, 107-133; Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
3. See For Example Ugi I. Angew. Chem. Int. Ed. Engl. 1982 2.1. 810-819 Fukuyama T. Frank R.K. Jewell C.F. Jr. J. Am. Chem. Soc. 1980 102 2122-2123 Isenring U.P. Hofheinz W. Tetrahedron 1983 3.9. 2591-2597 Hatanaka M. Nitta H. Ishimaru T. Tetrahedron Lett. 1984 2.5. 2387-2390 Ugi I. Achatz J. Baumgartner-Rupnik M. Danzer B. Fleck C. Glahsl G. Herrmann R. Jacob P. Kambach C. Nat. Prod. Chem. 1988 3. 107-133 Ugi I. Dömling A. Hörl W. Endeavour 1994 1.8. 115-122.
4. See for example: Ugi, I. Angew. Chem. Int. Ed. Engl. 1982, 21, 810-819; Fukuyama, T.; Frank, R.K.; Jewell, C.F., Jr. J. Am. Chem. Soc. 1980, 102, 2122-2123; Isenring, U.P.; Hofheinz, W. Tetrahedron 1983, 39, 2591-2597; Hatanaka, M.; Nitta, H.; Ishimaru, T. Tetrahedron Lett. 1984, 25, 2387-2390; Ugi, I.; Achatz, J.; Baumgartner-Rupnik, M.; Danzer, B.; Fleck, C.; Glahsl, G.; Herrmann, R.; Jacob, P.; Kambach, C. Nat. Prod. Chem. 1988, 3, 107-133; Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
5. See for example: Ugi, I. Angew. Chem. Int. Ed. Engl. 1982, 21, 810-819; Fukuyama, T.; Frank, R.K.; Jewell, C.F., Jr. J. Am. Chem. Soc. 1980, 102, 2122-2123; Isenring, U.P.; Hofheinz, W. Tetrahedron 1983, 39, 2591-2597; Hatanaka, M.; Nitta, H.; Ishimaru, T. Tetrahedron Lett. 1984, 25, 2387-2390; Ugi, I.; Achatz, J.; Baumgartner-Rupnik, M.; Danzer, B.; Fleck, C.; Glahsl, G.; Herrmann, R.; Jacob, P.; Kambach, C. Nat. Prod. Chem. 1988, 3, 107-133; Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
6. See for example: Ugi, I. Angew. Chem. Int. Ed. Engl. 1982, 21, 810-819; Fukuyama, T.; Frank, R.K.; Jewell, C.F., Jr. J. Am. Chem. Soc. 1980, 102, 2122-2123; Isenring, U.P.; Hofheinz, W. Tetrahedron 1983, 39, 2591-2597; Hatanaka, M.; Nitta, H.; Ishimaru, T. Tetrahedron Lett. 1984, 25, 2387-2390; Ugi, I.; Achatz, J.; Baumgartner-Rupnik, M.; Danzer, B.; Fleck, C.; Glahsl, G.; Herrmann, R.; Jacob, P.; Kambach, C. Nat. Prod. Chem. 1988, 3, 107-133; Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
7. See for example: Ugi, I. Angew. Chem. Int. Ed. Engl. 1982, 21, 810-819; Fukuyama, T.; Frank, R.K.; Jewell, C.F., Jr. J. Am. Chem. Soc. 1980, 102, 2122-2123; Isenring, U.P.; Hofheinz, W. Tetrahedron 1983, 39, 2591-2597; Hatanaka, M.; Nitta, H.; Ishimaru, T. Tetrahedron Lett. 1984, 25, 2387-2390; Ugi, I.; Achatz, J.; Baumgartner-Rupnik, M.; Danzer, B.; Fleck, C.; Glahsl, G.; Herrmann, R.; Jacob, P.; Kambach, C. Nat. Prod. Chem. 1988, 3, 107-133; Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
8. Sebti, S.; Foucaud, A. Synthesis 1983, 546-549.
9. Kabbe H.-J. Chem. Ber. 102:1969;1404-1409.
10. Kabbe H.-J., Joop N. Liebigs Ann. Chem. 730:1969;151-157.
11. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
12. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
13. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
14. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
15. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
16. See for example: Marcaccini, S.; Torroba, T. Org. Prep. Proced. Int. 1993, 25, 141-208; Bossio, R.; Marcaccini, S.; Pepino, R. Synthesis 1994, 765-766; Bossio, R.; Marcaccini, S.; Pepino, R. Tetrahedron Lett. 1995, 36, 2325-2326; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Org. Chem. 1996, 61, 2202-2203; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. J. Chem. Soc., Perkin Trans. 1 1996, 229-230; Bossio, R.; Marcaccini, S.; Pepino, R.; Torroba, T. Heterocycles 1996, 43, 471-474.
17. 2O).