Assumption of an initial crosswise approach of cyclopentadiene and a keten, combined with simple frontier orbital considerations, leads to a prediction of stereochemistry in the electrocyclic addition which has been confirmed by experiment.
P. R. Brook, J. M. Harrison and A. J. Duke, J. Chem. Soc. D, 1970, 589 DOI: 10.1039/C29700000589
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