A novel synthesis of amino-l,2-oxazinones as a versatile synthon for β-amino acid derivatives

Organic and Biomolecular Chemistry

Volumn 2, Issue 9, 2004, Pages 1274-1276

  Miyata, Okiko ^a   Namba, Megumi ^a   Ueda, Masafumi ^a   Naito, Takeaki ^a  

^a KOBE PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; DERIVATIVES; ESTERS; ETHERS; FREE RADICALS; SYNTHESIS (CHEMICAL);

BIOACTIVE MATERIALS; CYCLIZATION; STEREOSELECTIVE SYNTHESIS;

AMINO ACIDS;

AMINO ACID; OXAZINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; STEREOISOMERISM; SYNTHESIS;

AMINO ACIDS; CYCLIZATION; MOLECULAR STRUCTURE; OXAZINES; STEREOISOMERISM;

EID: 2542420797     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b403694h     Document Type: Article

References (40)

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19. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
20. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
21. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
22. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
23. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
24. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
25. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
26. Typical examples of the radical addition-cyclisation for heterocycle synthesis: (a) T. Naito, Y. Honda, O. Miyata and I. Ninomiya, J. Chem. Soc., Perkin Trans. 1. 1995, 19; (b) O. Miyata, Y. Ozawa, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 6199; (c) O. Miyata, A. Nishiguchi, I. Ninomiya, K. Aoe, K. Okamura and T. Naito, J. Org. Chem., 2000, 65, 6922; (d) O. Miyata, K. Muroya, T. Kobayashi, R. Yamanaka, S. Kajisa, J. Koide and T. Naito, Tetrahedron, 2002, 58, 4459; (e) T. Kiguchi, K. Tajiri, I. Ninomiya and T. Naito, Tetrahedron, 2000, 56, 5819; (f) H. Miyabe, M. Torieda, K. Inoue, K. Tajiri, T. Kiguchi and T. Naito, J. Org. Chem., 1998, 63, 4397; H. Miyabe, M. Ueda, K. Fujii, A. Nishimura and T. Naito, J. Org. Chem., 2003, 68, 5618; (g) H. Miyabe, H. Tanaka and T. Naito, Chem. Pharm. Bull., 2004, 52, 74.
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