Time dependent interconversion of Diels-Alder adducts into Michael adducts

Heterocycles

Volumn 51, Issue 2, 1999, Pages 243-248

  Itoh, Kuniaki ^a   Kitoh, Kazue ^a   Sera, Akira ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID DERIVATIVE; ALKADIENE; FURAN DERIVATIVE;

ARTICLE; CHEMICAL REACTION; REACTION ANALYSIS; REACTION TIME; THERMODYNAMICS;

EID: 0033080405     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-98-8398     Document Type: Article

References (21)

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7. 3), and its ratio was equivalent.
8. The yield of byproducts was not below 10%, and was not taken into account in the calculation of the yield given in Figures 1 and 2.
9. Part of the Diels-Alder adducts was converted into the Michael adducts during the isolation procedure.
10. 2). However, in the reaction of 1b with 2b, there are no such differences in the activation energy between exo, endo-4a and exo-, endo-4b.
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16. 3): 7a: 3.75 (3H, s), 3.84 (3H, s), 4.47 (1H, dd, J=5.0, 9.0 Hz), 4.65 (1H, dd, J=5.0, 14.5 Hz), 5.03 (1H, dd, J=9.0, 14.5 Hz), 5.09 (1H, d, J=3.3 Hz), 6.18 (1H, d, J=3.3 Hz): 7b: 3.73 (3H, s), 3.78 (3H, s), 4.61(1H,dd, J=5.2, 7.4 Hz) 4.83 (1H, dd, J=5.2, 7.4 Hz), 5.11 (1H, d, J=3.3 Hz), 6.23 (1H, d=3.3 Hz), 6.69 (1H, d, J= 7.4 Hz): endo-8a: 3.42 (1H, d, J=3.3 Hz), 3.65 (3H, s), 3.84 (3H, s), 5.20 (1H, d, J=2.1 Hz), 5.39 (1H, d, J=3.3 Hz), 6.39 (1H, d, J=5.5 Hz), 6.85 (1H, dd, J=2.1, 5.5 Hz): exo-8b: 3.61 (3H, s), 3.73 (3H, s), 4.17(1H, dd, J=3.3, 5.0 Hz), 5.02 (1H, d, J=3.3 Hz), 5.27 (1H, dd, J=1.8, 5.0 Hz), 6.45 (1H, d, J=5.7 Hz), 6.74 (1H, dd, J=1.8, 5.7 Hz).
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