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An N-heterocyclic carbene-catalyzed [8+3] annulation of tropone and enals via homoenolate
| Content Provider | CSIR - National Institute for Interdisciplinary Science and Technology (NIIScT) |
|---|---|
| Author | Nair, G. Vijay Manojkumar, P. Sreekumar, V. Suresh, E. Rajasekaran, T. |
| Abstract | A novel protocol for the annulation of tropone to enals involving nucleophilic heterocyclic carbene (NHC) catalyzed homoenolate formation has been developed. Interestingly, the reaction led to bicyclic delta-lactones instead of the expected gamma-spirolactones, presumably by the uncommon [8 + 3] annulation pathway. The strategy works well with a variety of enals. |
| Starting Page | 8964 |
| Ending Page | 8965 |
| Page Count | 1 |
| ISSN | 00223263 |
| Journal | Journal of Organic Chemistry |
| Volume Number | 71 |
| Issue Number | 23 |
| Language | English |
| Publisher | American Chemical Society |
| Publisher Date | 2006-11-10 |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Gamma butyrolactones Alpha,beta-unsaturated aldehydes Nucleophilic carbenes Cycloaddition Umpolung |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |