ChemInform Abstract: Bicyclo[3.3.0]octanone Formation by Fe(III) Mediated Ring Expansion-Transannular Cyclization Reactions of Cyclopropyl Ethers.
Abstract
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ChemInform Abstract
Readily prepared bicyclo[5.1.0]octenes (V) undergo a Fe(III)-mediated ring expansion-transannular cyclization reaction to yield bicyclo[3.3.0]octanones (VI). The corresponding bicyclo[6.1.0]nonene (VII) gives under similar conditions mainly the nonenone (IX). Interestingly, the transannular cyclized radical can be intermolecularly intercepted by a suitably placed alkene chain. However, yields of the resulting tricycles (XI) are low.
