Synthesis of 4-oxo-2-azetidineacetic acids by means of radical cyclization of N-vinylic α-bromo amides

Tetrahedron

Volumn 52, Issue 44, 1996, Pages 13867-13880

  Ishibashi, Hiroyuki ^a,b   Kodama, Kazuya ^a   Kameoka, Chisato ^a   Kawanami, Hirotaka ^a   Ikeda, Masazumi ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

^b KANAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 AZETIDINONE DERIVATIVE; 3 (2 ACETAMIDOETHYL)THIO 6 ETHYL 7 OXO 1 AZABICYCLO[3.2.0]HEPT 2 ENE 2 CARBOXYLIC ACID; 4 OXO 2 AZETIDINEACETIC ACID; THUNAMYCIN; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030605096     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00849-6     Document Type: Article

References (27)

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2. 1. Ishibashi, H.; Nakamura, N.; Sato, T.; Takeuchi, M.; Ikeda, M. Tetrahedron Lett. 1991, 32, 1725. Ishibashi, H.; So. T.S.; Okochi, K.; Sato, T.; Nakamura, N.; Nakatani, H.; Ikeda, M. J. Org. Chem. 1991, 56, 95. Sato, T.; Nakamura, N.; Ikeda, K.; Okada, M.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. 1 1992, 2399. Sato, T.; Chono, N.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. 1 1995, 1115, and references cited therein. See also refs. 2.
3. 1. Ishibashi, H.; Nakamura, N.; Sato, T.; Takeuchi, M.; Ikeda, M. Tetrahedron Lett. 1991, 32, 1725. Ishibashi, H.; So. T.S.; Okochi, K.; Sato, T.; Nakamura, N.; Nakatani, H.; Ikeda, M. J. Org. Chem. 1991, 56, 95. Sato, T.; Nakamura, N.; Ikeda, K.; Okada, M.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. 1 1992, 2399. Sato, T.; Chono, N.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. 1 1995, 1115, and references cited therein. See also refs. 2.
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8. 3SnH-AIBN gave no cyclization product, but afforded only a reduction product (Br = H in 1).
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