On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents

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Visser, G.W. and Verboom, W. and Trompenaars, W.P. and Reinhoudt, D.N. (1982) On the mechanism of the reaction of enamines and dimethyl acetylenedicarboxylate (DMAD) in polar and apolar solvents. Tetrahedron Letters, 23 (11). pp. 1217-1220. ISSN 0040-4039

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Abstract:[2+2]-Cycloadducts of enamines and DMAD, formed in apolar solvents, isomerize to pyrrolizine derivatives under mild conditions in protic polar solvents like methanol and 1-butanol.
Item Type:Article
Copyright:© 1982 Elsevier Science
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/68996
Official URL:http://dx.doi.org/10.1016/S0040-4039(00)87064-1
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