Lewis acid mediated cascade reactions of silyl-substituted methylenecyclopropyl ketones
Peron, G. L. N., Kitteringham, J. and Kilburn, J. D. (2000) Lewis acid mediated cascade reactions of silyl-substituted methylenecyclopropyl ketones. Tetrahedron Letters, 41, (10), 1615-1618. (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.
|Keywords:||methylenecyclopropane, lewis acid, cascade, cyclisation|
Q Science > QD Chemistry
|Divisions:||University Structure - Pre August 2011 > School of Chemistry
|Date Deposited:||15 Dec 2005|
|Last Modified:||27 Mar 2014 18:08|
|RDF:||RDF+N-Triples, RDF+N3, RDF+XML, Browse.|
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