Reaction of benzyl Grignard reagents with trifluoroacetyldihydropyrans and other cyclic beta-alkoxy-α, β-unsaturated trifluoromethylketones
Coles, S. J., Mellor, J. M., El-Sagheer, A. H. and Salem Eedm Metwally, R. N. (2000) Reaction of benzyl Grignard reagents with trifluoroacetyldihydropyrans and other cyclic beta-alkoxy-α, β-unsaturated trifluoromethylketones. Tetrahedron, 56, (51), 10057-10066. (doi:10.1016/S0040-4020(00)00976-5)
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Official URL: http://dx.doi.org/10.1016/S0040-4020(00)00976-5
Description/Abstract
Benzyl Grignard reagents react with cyclic β-alkoxy-α, β -unsaturated trifluoromethyl ketones by 1,2-addition to afford unsaturated allylic alcohols in high yield. The factors determining the balance between 1,2- and 1,4-addition to unsaturated ketones are discussed. The structures of major and minor products are established by single crystal X-ray diffraction studies.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | additions, grignard reagents, trifluoromethylketones α, β-unsaturated carbonyl-compounds, α-enones, α, β-ethylenic ketones, regioselectivity, chloride, stereochemistry |
| Related URLs: | http://dx.doi.org/10.1016/S004...00)00976-5 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 18928 |
| URI: | http://eprints.soton.ac.uk/id/eprint/18928 |
| Deposited On: | 16 Dec 2005 |
| Last Modified: | 02 Mar 2012 12:03 |
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