Gem-acceptor, donor-disubstituted dienes in cycloaddition facile [1,3] rearrangement of new bicyclo [2.2.1] hept-5-ene-7-ones

Add time:09/02/2019    Source:sciencedirect.com

The (4+2) cycloaddition of methyl 1-diethylamino-2-ethyl-1,3-butadiene-1-carboxylate was performed with acrylonitrile. The cycloadduct bridges over to form 1-diethylamino-6-ethyl-bicyclo [2.2.1] hept-5-ene-7-one-2-carbonitrile 3. We demonstrate that this latter product underoges facile [1,3] sigmatropic rearrangement.

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