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N-heterocyclic carbene-catalyzed reaction of chalcones and enals via homoenolate: an efficient synthesis of 1,3,4-trisubstituted cyclopentenes
| Content Provider | CSIR - National Institute for Interdisciplinary Science and Technology (NIIScT) |
|---|---|
| Author | Nair, G. Vijay Sreekumar, V. Manojkumar, P. Suresh, E. |
| Abstract | Nucleophilic heterocyclic carbene-catalyzed cyclopentannulation of enals and chalcones via homoenolate has been observed for the first time. Serendipitously, the reaction lead to a very efficient synthesis of 3,4-trans-disubstituted-1-aryl cyclopentenes instead of the expected cyclopentanones. The strategy works well with thienylidene tetralone also, leading to the tricyclic cyclopentene derivative. |
| Starting Page | 8736 |
| Ending Page | 8737 |
| Page Count | 1 |
| ISSN | 00027863 |
| Journal | Journal of the American Chemical Society |
| Volume Number | 128 |
| Issue Number | 27 |
| Language | English |
| Publisher | American Chemical Society |
| Publisher Date | 2006-07-12 |
| Access Restriction | One Nation One Subscription (ONOS) |
| Subject Keyword | Bicyclic beta-lactones Asymmetric-synthesis Conjugate addition Gamma butyrolactones Alpha,beta-unsaturated aldehydes Multicomponent reactions Nucleophilic carbenes Aldol lactonization Direct annulations Acetylenic esters |
| Content Type | Text |
| Resource Type | Article |
| Subject | Colloid and Surface Chemistry Catalysis Biochemistry Chemistry |