A Variant of Peterson Olefination: Nitrophenyl-Substituted Methylenecyclopropa[b]naphthalenes

Abstract

The successful use of a gem-disilyl compound in Peterson olefination with nitrosubstituted aromatic aldehydes and ketones is achieved for 1,1-bis( trimethylsilyl )-1H-cyclopropa[b]naphthalene (9) by employing potassium fluoride in acetonitrile and using a catalytic quantity of tetrabutylammonium fluoride as the fluoride ion transfer agent.