A novel approach to 1-β-methylcarbapenem intermediate utilizing lithium enolate dianion of 2′-hydroxypropiophenone

Bulletin of the Korean Chemical Society

Volumn 17, Issue 1, 1996, Pages 76-77

  Ha, Deok Chan ^a   Kim, Hyun Seok ^a   Park, No Sang ^b   Choi, Joong Kwon ^b  

^a Korea University   (South Korea)

^b Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0346984118     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. (a) Shih, D. H.; Baker, F.; Cama, L.; Christensen, B. G. Heterocydes 1984, 21, 29.
2. (b) Guchikonda, R. N.; Cama. L. D.; Queseda, M.; Woods, M. F.; Salzmann, T. N.; Christensen, B. G. J. Med. Chem. 1987, 30, 871.
3. 4-Acetoxy-2-azetidinone 3a is available from Kanegafuchi Chemical Industry Co., Ltd., Osaka, Japan.
4. Nagao, Y.; Kumagai, T.; Tamai, S.; Abe, T.; Kuramoto, Y.; Taga, T.; Aoyagi, S.; Nagase, Y.; Ochial, M.; Inoue, Y.; Fujita, E. J. Am. Chem. Soc. 1986, 108, 4673.
5. Fuentes, L. M.; Shinkai, L.; Saltzmann, T. N. J. Am. Chem. Soc. 1986, 108, 4675.
6. Martel, A.; Daris, J.-R; Bachand, C.; Corbeil, J.; Menard, M. Can. J. Chem. 1988, 66, 1537.
7. Kondo, K.; Seki, M.; Kuroda, T.; Yamanaka, T.; Iwasaki, T. J. Org. Chem. 1995, 60, 1095.
8. Alternative methods to prepare 1-β-methylcarbapenem intermediates, (a) Iimori, T.; Shibasaki, M. Tetrahedron Lett. 1986, 27, 2149. (b) Fuentes, L. M.; Shinkai, I.; King, A.; Purick, R.; Reamer, R. A.; Schmitt, S. M.; Cama, L.; Christensen, B. G. J. Org. Chem. 1987, 52, 2563. (c) Kim, C. U.; Luh, B.; Partyka, R. A. Tetrahedron Lett. 1987, 28, 507. (d) Uyeo, S.; Itani, H. Tetrahedron Lett. 1991, 32, 2143.
9. Alternative methods to prepare 1-β-methylcarbapenem intermediates, (a) Iimori, T.; Shibasaki, M. Tetrahedron Lett. 1986, 27, 2149. (b) Fuentes, L. M.; Shinkai, I.; King, A.; Purick, R.; Reamer, R. A.; Schmitt, S. M.; Cama, L.; Christensen, B. G. J. Org. Chem. 1987, 52, 2563. (c) Kim, C. U.; Luh, B.; Partyka, R. A. Tetrahedron Lett. 1987, 28, 507. (d) Uyeo, S.; Itani, H. Tetrahedron Lett. 1991, 32, 2143.
10. Alternative methods to prepare 1-β-methylcarbapenem intermediates, (a) Iimori, T.; Shibasaki, M. Tetrahedron Lett. 1986, 27, 2149. (b) Fuentes, L. M.; Shinkai, I.; King, A.; Purick, R.; Reamer, R. A.; Schmitt, S. M.; Cama, L.; Christensen, B. G. J. Org. Chem. 1987, 52, 2563. (c) Kim, C. U.; Luh, B.; Partyka, R. A. Tetrahedron Lett. 1987, 28, 507. (d) Uyeo, S.; Itani, H. Tetrahedron Lett. 1991, 32, 2143.
11. Alternative methods to prepare 1-β-methylcarbapenem intermediates, (a) Iimori, T.; Shibasaki, M. Tetrahedron Lett. 1986, 27, 2149. (b) Fuentes, L. M.; Shinkai, I.; King, A.; Purick, R.; Reamer, R. A.; Schmitt, S. M.; Cama, L.; Christensen, B. G. J. Org. Chem. 1987, 52, 2563. (c) Kim, C. U.; Luh, B.; Partyka, R. A. Tetrahedron Lett. 1987, 28, 507. (d) Uyeo, S.; Itani, H. Tetrahedron Lett. 1991, 32, 2143.