| Title |
|
|
|
Carbon-carbon bond formation via a tandem cationic 2-aza-Cope rearrangement-Lewis acid promoted Petasis reaction
|
|
| Author |
|
|
|
|
|
| Abstract |
|
|
|
| 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. |
|
|
| Language |
|
|
|
English
|
|
| Source (journal) |
|
|
|
Tetrahedron. - Oxford |
|
| Publication |
|
|
|
Oxford : 2008
|
|
| ISSN |
|
|
|
0040-4020
|
|
| Volume/pages |
|
|
|
64:16(2008), p. 3457-3463
|
|
| ISI |
|
|
|
000254596800005
|
|
| Full text (Publisher's DOI) |
|
|
| |
|
| Full text (publisher's version - intranet only) |
|
|
| |
|