N-Heterocyclic carbene catalyzed umpolung of michael acceptors for intermolecular reactions
| Title | N-Heterocyclic carbene catalyzed umpolung of michael acceptors for intermolecular reactions |
| Publication Type | Journal Article |
| Year of Publication | 2011 |
| Authors | Biju, AT, Padmanaban, M, Wurz, NE, Glorius, F |
| Journal | Angewandte Chemie-International Edition |
| Volume | 50 |
| Issue | 36 |
| Pagination | 8412-8415 |
| Date Published | AUG |
| ISSN | 1433-7851 |
| Keywords | carbenes, Michael acceptors, nitrogen heterocycles, organocatalysis, umpolung |
| Abstract | eahciM! The N-heterocyclic carbene catalyzed umpolung of Michael acceptors proceeds through the formation of a deoxy-Breslow intermediate (see scheme; EWG=electron-withdrawing group). This nucleophilic species can react with other Michael acceptors in an intermolecular fashion, thereby resulting in the formation of homo- or heterodimeric olefins. This “Michael umpolung” should become a valuable method for the formation of densely functionalized olefins. |
| DOI | 10.1002/anie.201103555 |
| Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 9.24 |
Divison category:
Organic Chemistry