| dc.contributor.author | Recio, Antonio, III | |
| dc.contributor.author | Tunge, Jon A. | |
| dc.date.accessioned | 2017-03-28T15:49:39Z | |
| dc.date.available | 2017-03-28T15:49:39Z | |
| dc.date.issued | 2009-12-17 | |
| dc.identifier.citation | Recio, A., & Tunge, J. A. (2009). Regiospecific decarboxylative allylation of nitriles. Organic Letters, 11(24), 5630–5633. http://doi.org/10.1021/ol902065p | en_US |
| dc.identifier.uri | http://hdl.handle.net/1808/23498 | |
| dc.description.abstract | Palladium-catalyzed decarboxylative α-allylation of nitriles readily occurs using Pd2(dba)3 and rac-BINAP. This catalyst mixture also allows the highly regiospecific α-allylation of nitriles in the presence of much more acidic α-protons. Thus, the reported method provides access to compounds that are not readily available via base-mediated allylation chemistries. Lastly, mechanistic investigations indicate that there is a competition between C- and N-allylation of an intermediate nitrile-stabilized anion and that N-allylation is followed by a rapid [3,3]-sigmatropic rearrangement. | en_US |
| dc.publisher | American Chemical Society | en_US |
| dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol902065p. | en_US |
| dc.title | Regiospecific decarboxylative allylation of nitriles | en_US |
| dc.type | Article | en_US |
| kusw.kuauthor | Recio, Antonio III | |
| kusw.kuauthor | Tunge, Jon A. | |
| kusw.kudepartment | Chemistry | en_US |
| dc.identifier.doi | 10.1021/ol902065p | en_US |
| kusw.oaversion | Scholarly/refereed, author accepted manuscript | en_US |
| kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
| dc.rights.accessrights | openAccess | |
