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Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides and Alkenes
| Content Provider | Scilit |
|---|---|
| Author | Martín-Rodríguez, M. Nájera, C. |
| Editor | Sansano, J. M. Costa, P. R. R. de Lima, E. C. Dias, A. G. |
| Copyright Year | 2010 |
| Description | Silver(I)-catalyzed enantioselective 1,3-dipolar cycloaddition (1,3-DC) of azomethine ylides and alkenes has become a useful transformation. Up to four stereogenic centers can be generated in the resulting proline derivatives. The authors reported that the (S)-BINAP-AgSbF_{6}$ complex is an efficient catalyst for the 1,3-DC between azomethine ylides, such as iminoglycinates 2, and electrophilic alkenes, such as maleimides 1 and trans-1,2-bis(phenylsulfonyl)ethylene 4. Good yields and excellent ee values were obtained. The enantioselectivities with this catalyst were significantly higher than those obtained with (S)-BINAP-AgClO_{4}$ as reported previously. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0029-1219865.pdf |
| Ending Page | 0666 |
| Page Count | 1 |
| Starting Page | 0666 |
| ISSN | 18611958 |
| e-ISSN | 1861194X |
| DOI | 10.1055/s-0029-1219865 |
| Journal | Synfacts |
| Issue Number | 06 |
| Volume Number | 2010 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2010-05-20 |
| Access Restriction | Open |
| Subject Keyword | Journal: Synfacts Organic Chemistry Azomethine Ylides |
| Content Type | Text |
| Resource Type | Article |
