Abstract
Ruppert’s reagent (CF3-SiMe3) was used in the reaction with derivatives of pentacyclo[5.4.0.0.0.0]undecane-8,11-dione (‘cage’ dione) in the presence of dry CsF to yield trifluoromethyl O-silylated products. Subsequent acidic hydrolysis gave the corresponding hydroxy derivatives. In the case of the ‘cage’ dione the transannular cyclization leading to oxahexacyclic (O-bridged) product was observed.
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