A silicon mediated intramolecular 1,4-conjugate addition of a homoallylic carbon nucleophile leading to cyclopropanation is reported. Specifically, treatment of 6-trimethylsilyl-5,6-dihydroazocinones with fluoride gives 4-azabicyclo(5.1.0)octenones, presenting an unusual extension to the repertoire of silyl group reactivity.
B. You, K. Hamer, W. Lewis and J. Dowden, Chem. Commun., 2013, 49, 795 DOI: 10.1039/C2CC37739J
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