Example 030

Formal [π4s + π2s] cycloaddition of 2-phenylallyl anion to trans-1,2-diphenylethene

Formal [4 + 2] cycloaddition of 2-phenylallyl anion to trans-1,2-diphenylethene
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It is not clear whether this reaction proceeds via the allowed concerted pericyclic mechanism or a stepwise process:

R. Eidenschink and T. Kauffmann, Angew. Chem. Int. Ed., 1972, 11, 292–293
DOI: 10.1002/anie.197202921

G. F. Luteri and W. T. Ford, J. Org. Chem., 1977, 42, 820–826
DOI: 10.1021/jo00425a010