Novel concerted fragmentation upon alcoholysis of a urazole

Organic Letters

Volumn 6, Issue 21, 2004, Pages 3837-3839

  Wei, Yanjun ^a   Lemal, David M ^a  

^a Lamont Doherty Earth Observatory   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; HYDRAZINE DERIVATIVE;

ALCOHOLYSIS; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIELS ALDER REACTION; INFRARED SPECTROSCOPY; METHANOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 7044246043     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol040051r     Document Type: Article

References (26)

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12. For examples of stable "hemiketals" and hydrates formed from structurally related carbonyl groups, see: Addink, R.; Berends, W. Tetrahedron 1981, 37, 833. Yakushijin, K.; Suzuki, R.; Kawaguchi, N.; Tsuboi, Y.; Furukawa, H. Chem. Pharm. Bull. 1986, 34, 2049. Goerlitzer, K.; Buss, D. Arch. Pharm. 1985, 318, 97. Capuano, L.; Lazik, W.; Zander, R. Chem. Ber. 1974, 107, 3237. Tanaka, F. S.; Hoffer, B. L.; Wien, R. G. J. Agric. Food Chem. 1988, 36, 180. Barr, D. A.; Grigg, R.; Gunaratne, H. Q. N.; Kemp, J.; McMeekin, P.; Sridharan, V. Tetrahedron 1988, 44, 557.
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21. The calculations take account of zeropoint energy differences and thermal corrections to 289.15 K.
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