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Enantioselective formal synthesis of (-)-englerin A via a Rh-catalyzed [4 + 3] cycloaddition reaction.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Xu, Jing Caro-Diaz, Eduardo J. E. Theodorakis, Emmanuel A. |
| Copyright Year | 2010 |
| Abstract | An enantioselective formal synthesis of (-)-englerin A (1) is reported. Key to the strategy is a Rh-catalyzed [4 + 3] cycloaddition reaction between furan 10 and diazo ester 11 that, following an intramolecular aldol condensation, produces the tricyclic scaffold of englerin. This strategy also provides a rapid, efficient, and stereoselective access to the biologically significant core motif of the guaiane sesquiterpenes. |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/ol1015652 |
| PubMed reference number | 20669919 |
| Journal | Medline |
| Volume Number | 12 |
| Issue Number | 16 |
| Alternate Webpage(s) | http://theodorakisgroup.ucsd.edu/publications%20folder/2005-present/ET101SI(2).pdf |
| Alternate Webpage(s) | http://theodorakisgroup.ucsd.edu/publications%20folder/2005-present/ET101.pdf |
| Alternate Webpage(s) | http://doc.sciencenet.cn/upload/file/2012117161953566.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/ol1015652 |
| Journal | Organic letters |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |