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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

Topics:

Authors:

Booker-Milburn, Kevin I.Booker-Milburn, Kevin I.

Thompson, David F.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.

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Product name:((3-(but-3-en-1-yl)cyclohex-1-en-1-yl)oxy)trimethylsilane

Cas No:145102-57-4

145102-57-4

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