Abstract
Treatment of a number of [n.1.0] cyclopropyl trimethylsilyl ethers with anhydrous ferric chloride in dry dimethylformamide leads to diastereoisomerically pure [n.3.0] bicyclic chloro ketones by a novel tandem ring expansion–cyclisation sequence. The reaction is thought to proceed by a mechanism involving the intermediacy of a cyclopropyl alkoxy radical.
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