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Synthesis of Polyfunctionalized 2,5-Dicarboxylated Pyrrolidine Derivatives by 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides
| Content Provider | Scilit |
|---|---|
| Author | Wittland, Claudia Flörke, Ulrich Risch, Nikolaus |
| Copyright Year | 1997 |
| Description | The stereoselective synthesis of 2,5-dicarboxylated pyrrolidine derivatives by 1,3-dipolar cycloaddition reactions of in situ generated azomethine ylides from inexpensive starting materials is described. The $C_{2}$-symmetric cycloadducts are interesting precursors for new chiral auxiliaries and are transformed easily into other highly functionalized proline derivatives. The configuration of the cycloadducts has been determined by NMR data and single crystal X-ray structure analyses. The syntheses of pyrrolidine-2,3,4,5-tetracarboxylic acid and 2,3,4,5-tetrahydroxymethylpyrrolidine are also reported. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-1997-1342.pdf |
| Ending Page | 1295 |
| Page Count | 5 |
| Starting Page | 1291 |
| ISSN | 00397881 |
| e-ISSN | 1437210X |
| DOI | 10.1055/s-1997-1342 |
| Journal | Synthesis |
| Issue Number | 11 |
| Volume Number | 1997 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 1997-11-01 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synthesis Organic Chemistry Azomethine Ylides 3-dipolar Cycloadditions C2-symmetric Auxiliaries |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
