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Asymmetric Total Synthesis of (+)-(3E)-Pinnatifidenyne via Abnormally Regioselective Pd(0)-Catalyzed Endocyclization.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kim, Hyun Je Kim, Taewoo Ahn, Jungmin Yun, Hwayoung Lim, Changjin Jang, Jaebong Sim, Jaehoon An, Hongchan Surh, Young-Joon Lee, Jeeyeon Suh, Young-Ger |
| Copyright Year | 2018 |
| Abstract | The asymmetric total synthesis of the marine natural product (+)-(3E)-pinnatifidenyne was accomplished. The key features of the synthesis involve the construction of an eight-membered cyclic ether by the abnormally regioselective Pd(0)-catalyzed cyclization, the installation of a double bond in the oxocene skeleton by sequential in situ deconjugative isomerization, and the efficient introduction of the crucial chloride mediated by the substrate-controlled diastereoselective reduction. |
| Starting Page | 1997 |
| Ending Page | 2005 |
| Page Count | 9 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acs.joc.7b02937 |
| PubMed reference number | 29327583 |
| Journal | Medline |
| Volume Number | 83 |
| Issue Number | 4 |
| Alternate Webpage(s) | http://hosting03.snu.ac.kr/~suhlab/2008/pub/161.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/acs.joc.7b02937 |
| Journal | The Journal of organic chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |