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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Official URL: http://dx.doi.org/10.1016/S0040-4039(99)02342-4
Description/Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | methylenecyclopropane, lewis acid, cascade, cyclisation |
| Related URLs: | http://dx.doi.org/10.1016/S004...99)02342-4 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 18986 |
| URI: | http://eprints.soton.ac.uk/id/eprint/18986 |
| Deposited On: | 15 Dec 2005 |
| Last Modified: | 01 Jun 2011 07:12 |
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