Straightforward synthesis of panaxytriol: An active component of red Ginseng Journal Article
| Authors: | Yun, H.; Danishefsky, S. J. |
| Article Title: | Straightforward synthesis of panaxytriol: An active component of red Ginseng |
| Abstract: | A total synthesis of (3R,9R,10R)-panaxytriol (1) was accomplished enantioselectively (40% overall yield; 30% for the longest sequence). A key step was a CadiotChodkiewicz cross-coupling reaction on two fragments containing, in the aggregate, three unprotected hydroxyl groups. One fragment was synthesized by a highly enantioselective reduction of an enynone. The other arose from a highly enantioselective dihydroxylation of an allylic alcohol. |
| Keywords: | cytotoxicity; drug synthesis; models, molecular; molecular structure; catalysis; oxidation-reduction; chemical reaction; synthesis (chemical); stereoisomerism; indicators and reagents; reduction; hydroxylation; alkynes; hydroxyl group; enantioselectivity; panaxytriol; ginseng; ginseng extract; cross-coupling; alcohols; enediynes; fatty alcohols; panax; article; cadiot chodkiewicz reaction |
| Journal Title: | Journal of Organic Chemistry |
| Volume: | 68 |
| Issue: | 11 |
| ISSN: | 0022-3263 |
| Publisher: | American Chemical Society |
| Date Published: | 2003-05-30 |
| Start Page: | 4519 |
| End Page: | 4522 |
| Language: | English |
| DOI: | 10.1021/jo0341665 |
| PUBMED: | 12762760 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 12 September 2014 -- Source: Scopus |
