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Rhodium-Catalyzed Hydrogenation of β-Keto Enamides
| Content Provider | Scilit |
|---|---|
| Author | Geng, H. Zhang, W. Chen, J. Hou, G. Zhou, L. Zou, Y. Wu, W. Zhang, X. |
| Copyright Year | 2009 |
| Description | The 1,3-aminoalcohol fragment can be found in a large number of synthetically and commercially important compounds; diastereoselective substrate-controlled reduction of enantiomerically pure compounds represents the most common approach to building this fragment. In this paper the authors considered the possibility of reagent-controlled asymmetric induction via stereoselective rhodium-catalyzed hydrogenation of β-keto enamides. Highly enantio- and diastereoselective formation of two stereocenters was accomplished for a number of β-aryl enamides with high yields. The developed method was merged with Pd/C-catalyzed hydrogenolysis, leading to a first catalytic method to prepare γ-arylisobutylamines, which represent a group of biologically and pharmaceutically important compounds. It is also noteworthy that the starting β-keto enamides are selectively derived from 1,3-diketones. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0029-1218083.pdf |
| Ending Page | 1229 |
| Page Count | 1 |
| Starting Page | 1229 |
| ISSN | 18611958 |
| e-ISSN | 1861194X |
| DOI | 10.1055/s-0029-1218083 |
| Journal | Synfacts |
| Issue Number | 11 |
| Volume Number | 2009 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2009-10-22 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synfacts Organic Chemistry Important Compounds Β Keto Enamides |
| Content Type | Text |
| Resource Type | Article |
