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Synthesis of (-)-tetrodotoxin: preparation of an advanced cyclohexenone intermediate.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Taber, Douglass F. Storck, Pierre H. |
| Copyright Year | 2003 |
| Abstract | The preparation of an advanced intermediate toward the enantioselective synthesis of tetrodotoxin is outlined. The enantiomerically pure cyclopentene 15 was generated from ketone 14 by alkylidene carbene insertion with retention of absolute configuration. An ozonolysis/aldol sequence first produced the trans cyclohexenone, which upon epimerization gave the more stable cis enone 18. |
| Starting Page | 1 |
| Ending Page | 4 |
| Page Count | 4 |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | http://valhalla.chem.udel.edu/Tetrodo.pdf |
| PubMed reference number | 14510553v1 |
| Volume Number | 68 |
| Issue Number | 20 |
| Journal | The Journal of organic chemistry |
| Language | English |
| Access Restriction | Open |
| Subject Keyword | Carcinoma in Situ Clinical act of insertion Insertion Mutation Ketones Pt-NHC complex Tetrodotoxin Trans Fatty Acids carbene |
| Content Type | Text |
| Resource Type | Article |