Iron(III) mediated transformations of cyclopropyltrimethylsilyl ethers. Part 1. Free radical tandem ring expansion-cyclisation reactions for the rapid construction of bicyclic ring systems

DOI: 10.1039/P19950002315

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2315 - 2322 (1995)

Update date:2022-08-23

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Authors:

Booker-Milburn, Kevin I.

Thompson, David F.

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Article abstract of DOI:10.1039/P19950002315

Treatment of a number of cyclopropyl trimethylsilyl ethers with anhydrous ferric chloride in dry dimethylformamide leads to diastereoisomerically pure 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.

Full text of DOI:10.1039/P19950002315

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