Peron, G. L. N., Kitteringham, J. and Kilburn, J. D.
Lewis acid mediated cascade reactions of silyl-substituted methylenecyclopropyl ketones
Tetrahedron Letters, 41, (10), . (doi:10.1016/S0040-4039(99)02342-4).
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The Lewis acid mediated cyclisation of various silyl-substituted methylenecyclopropyl ketones has been investigated. The presence of the silyl-substituent enhances the reactivity of the methylene cyclopropane in comparison to our earlier study on non-silyl-substituted methylenecyclopropyl ketones, allowing milder Lewis acids (BF3 . Et2O or BF3 . 2AcOH) to be used for the cyclisation reaction. The mild conditions used allow the allyl cation, formed as an intermediate in the cyclisation, to be trapped in further carbon-carbon bond-forming reactions.
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