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A Novel Chiral Base Mediated Glutarimide Desymmetrisation: Application to the Asymmetric Synthesis of (-)-Paroxetine
| Content Provider | Scilit |
|---|---|
| Author | Simpkins, Nigel S. Greenhalgh, Daniel A. |
| Copyright Year | 2002 |
| Description | The asymmetric desymmetrisation of certain 4-aryl substituted glutarimides has been accomplished with high levels of selectivity (up to 97% ee) by enolisation with a chiral bis-lithium amide base. The selectivity of the reaction is shown to be the result of asymmetric enolisation, followed by a kinetic resolution. One of the chiral imides synthesised was converted into the selective seratonin reuptake inhibitor (-)-paroxetine. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2002-35588.pdf |
| Ending Page | 2076 |
| Page Count | 3 |
| Starting Page | 2074 |
| ISSN | 09365214 |
| e-ISSN | 14372096 |
| DOI | 10.1055/s-2002-35588 |
| Journal | Synlett |
| Issue Number | 12 |
| Volume Number | 2002 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2002-11-20 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synlett Organic Chemistry Chiral Lithium Amide Kinetic Resolution |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |