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.
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