Loading...
Please wait, while we are loading the content...
Similar Documents
An Asymmetric Domino Aza-Morita-Baylis-Hillman/Aza-Michael Reaction
| Content Provider | Scilit |
|---|---|
| Author | Sasai, H. Takizawa, S. Inoue, N. Hirata, S. |
| Copyright Year | 2011 |
| Description | The Sasai group reports an aza-Morita-Baylis-Hillman (MBH)/aza-Michael addition of α,β-unsaturated esters 2, tethered to an N-tosyl imine, and enones 1. The bifunctional Brønsted acidic Lewis base 3 turned out to be the catalyst of choice to obtain the desired isoindolines 4 in high yields and enantioselectivities. The authors suggest that the catalyst first reacts with 1 to form an enolate, which undergoes an aza-Michael reaction with 2. This aza-MBH intermediate subsequently collapses via an intramolecular aza-Michael addition, before the catalyst is released by elimination. Experiments supporting this proposal and demonstrating the utility of the products are also provided. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0030-1259349.pdf |
| Ending Page | 0221 |
| Page Count | 1 |
| Starting Page | 0221 |
| ISSN | 18611958 |
| e-ISSN | 1861194X |
| DOI | 10.1055/s-0030-1259349 |
| Journal | Synfacts |
| Issue Number | 02 |
| Volume Number | 2011 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2011-01-19 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synfacts Organic Chemistry Michael Reaction Aza Michael Addition |
| Content Type | Text |
| Resource Type | Article |
