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For theoretical discussions of the transition states in the IMDA reaction of 1,3,9-decatrienoates, see: g D. J. Tantillo, K. N. Houk, M. E. Jung, J. Org. Chem. 2001, 66, 1938.
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For theoretical discussions of the transition states in the IMDA reaction of 1,3,9-decatrienoates, see: g) D. J. Tantillo, K. N. Houk, M. E. Jung, J. Org. Chem. 2001, 66, 1938.
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For examples of IMDA reactions of trienoates with terminally activated dienophiles, see: a L. Strekowski, S. Kong, M. A. Battiste, J. Org. Chem. 1988, 53, 901
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For examples of IMDA reactions of trienoates with terminally activated dienophiles, see: a) L. Strekowski, S. Kong, M. A. Battiste, J. Org. Chem. 1988, 53, 901.
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19
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b) E. J. Corey, R. L. Danheiser, S. Chandrasekaran, G. E. Keck, B. Gopalan, S. D. Larsen, P. Siret, J.-L. Gras, J. Am. Chem. Soc. 1978, 100, 8034.
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This trend parallels observations previously established in the decatriene system. W. R. Roush, A. P. Essenfeld, J. S. Warmus, Tetrahedron Lett. 1987, 25, 2447
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This trend parallels observations previously established in the decatriene system. W. R. Roush, A. P. Essenfeld, J. S. Warmus, Tetrahedron Lett. 1987, 25, 2447.
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t-Butyl hydrogen fumarate (3h): a) B. Neises, W. Steglich, Org. Synth. 1985, 63, 183.
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The structures of these by-products were not determined at this stage, but a later isomerization experiment of cis-2j revealed that the byproducts of the cyclization of 1j were 8 and 9 by comparison with the isolated compounds.
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The structures of these by-products were not determined at this stage, but a later isomerization experiment of cis-2j revealed that the byproducts of the cyclization of 1j were 8 and 9 by comparison with the isolated compounds.
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