Cyclopropanation of cyclic allylic alcohols followed by radical deoxygenation leads, by peripheral ring-opening of the cyclopropylmethyl system, to alkyl-substituted cycloalkenes (Scheme 1); the alkyl group can itself be substituted (during the cyclopropanation stage), synthetic equivalents of allylic alcohols can be used, and the overall process occurs with predictable stereo- and regio-chemistry.
D. L. J. Clive and S. Daigneault, J. Chem. Soc., Chem. Commun., 1989, 332 DOI: 10.1039/C39890000332
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