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Carbon-carbon bond formation via a tandem cationic 2-aza-Cope rearrangement-Lewis acid promoted Petasis reaction
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| Abstract |
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| Potassium alkynyltrifluoroborates and potassium (2-phenyl)vinyltrifluoroborates react with N-3-butenyl-(2,2-dichloro-1-propylidene)amine in the presence of BF(3)center dot Et(2)O as a Lewis acid to synthesize rearranged Mannich products. The reaction starts with a cationic 2-aza-Cope rearrangement of the imine, followed by the Lewis acid promoted borono-Mannich-type reaction on the rearranged imine to result in a new class of functionalized N-homoallylamines. (c) 2008 Elsevier Ltd. All rights reserved. | |
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English
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| Source (journal) |
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Tetrahedron. - Oxford |
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| Publication |
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Oxford : 2008
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| ISSN |
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0040-4020
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| Volume/pages |
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64:16(2008), p. 3457-3463
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| ISI |
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000254596800005
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