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Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters
| Content Provider | Scilit |
|---|---|
| Author | Chen, Diao Liu, Jian-Guo Zhang, Xu Xu, Ming-Hua |
| Copyright Year | 2019 |
| Description | ◊ D.C. and J.G.L. contributed equally.Published as part of the Cluster Organosulfur and Organoselenium Compounds in Catalysis A rhodium-catalyzed enantioselective addition of glyoxylates to arylboronic acids promoted by a simple chiral sulfinamide-based olefin ligand under mild reaction conditions is described. The reaction provides access to a variety of optically active substituted mandelic acid esters in good yields with up to 83% ee. The catalytic system is also applicable to pyruvate addition. The synthetic utility of this method is highlighted by a formal synthesis of the antiplatelet drug clopidogrel. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1610722.pdf |
| Ending Page | 1697 |
| Page Count | 5 |
| Starting Page | 1693 |
| ISSN | 09365214 |
| e-ISSN | 14372096 |
| DOI | 10.1055/s-0037-1610722 |
| Journal | Synlett |
| Issue Number | 14 |
| Volume Number | 30 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2019-07-17 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synlett Organic Chemistry Asymmetric Catalysis Rhodium Catalysis Mandelic Acid Esters Arylboronic Acids |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |