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Title
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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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Author
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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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Language
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English
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Source (journal)
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Tetrahedron. - Oxford, 1957, currens
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Publication
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Oxford
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2008
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ISSN
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0040-4020
[print]
1464-5416
[online]
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DOI
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10.1016/J.TET.2008.02.025
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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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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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