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For a formal [3 + 4] cycloaddition of furan, see: (i) Joshi, N. N.; Hoffmann, H. M. R. Tetrahedron Lett. 1986, 27, 687. For an example on dramatic improvement of Diels-Alder reaction in water under ultrasonication, see:
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For an example on dramatic improvement of Diels-Alder reaction in water under ultrasonication, see: (j) Saksena, A. K.; Girijavallabhan, V. M.; Chen, Y.-T.; Jao, E.; Pike, R. E.; Desai, J. A.; Rane, D.; Ganguly, A. K. Heterocycles 1993, 35, 129.
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4043152268
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note
-
Cycloaddition product was severely contaminated with aromatized and other polymeric byproducts under these forcing conditions.
-
-
-
-
40
-
-
4043065886
-
-
note
-
Thermal conditions (at 80 °C) did not result in a better yield of cycloaddition product 6 but instead led to more side reactions, presumably due to the faster retro-Diels-Alder process of 6; cf. ref 14a.
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-
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-
43
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0011278930
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For an earlier study, see also: (c) Herz, W. J. Am. Chem. Soc. 1946, 68, 2732.
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Herz, W.1
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44
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4043126936
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note
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Cis substituent of 2-vinylic furan 4 may further (sterically) prevent the access of exo-cyclic diene towards dienophile.
-
-
-
-
46
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0001220720
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See also ref 10d
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(b) Diaba, F.; Lewis, I.; Grignon-Dubois, M.; Navarre, S. J. Org. Chem. 1996, 61, 4830. See also ref 10d.
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49
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4043104288
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-
note
-
Unreacted furano derivatives can be easily recovered in good yield.
-
-
-
-
50
-
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4043182135
-
-
note
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For General Experimental Procedures, cf. Supporting Information of ref 4c.
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