Oxidative 5-endo cyclization of enamides mediated by ceric ammonium nitrate

Organic Letters

Volumn 5, Issue 12, 2003, Pages 2063-2066

  Clark, Andrew J ^a   Dell, Colin P ^b   McDonagh, John M ^a   Geden, Joanna ^a   Mawdsley, Peter ^a  

^a UNIVERSITY OF WARWICK   (United Kingdom)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CERIC AMMONIUM NITRATE; GAMMA LACTAM DERIVATIVE; NITRIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; OXIDATION; REACTION ANALYSIS; SYNTHESIS;

AMIDES; CERIUM; CYCLIZATION; LACTAMS; OXIDATION-REDUCTION;

EID: 0141630639     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol030045f     Document Type: Article

References (13)

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11. Isolation: (a) L-755, 807: Lam, T. Y. K.; Hensens, D. D.; Ransom, R.; Gaicobbe, R. A.; Polishool, J.; Zinc, D. Tetrahedron 1996, 52, 1481. (b) PI-091: Kawashima, A.; Yosohimura, Y.; Sakai, N.; Kamigoori, K.; Mizutani, T.; Omura, S. Jpn. Kokai Tokkyo Koho JP 02 62,859; Chem Abstr. 1990, 113, 113856d. (c) Quinolactacin, C.; Tatsuta, K.; Misawa, H.; Chikauchi, K. J. Antibiot. 2001, 54, 109.
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13. Compound 4 was observed to eliminate MeOH when heated or treated with p-TSA in toluene at reflux.