|
|||||
|
|
Total synthesis of brevenal |
|
| Authors: | Hiroyoshi Takamura Takayuki Kishi Yuichi Nakamura Yoshinori Yamamoto |
| Affiliation: | a Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kitaku, Okayama 700-8530, Japan b Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan |
| Abstract: | The convergent total synthesis of brevenal, a non-toxic brevetoxin antagonist, has been achieved. The ABC ring segment and the E ring precursor were connected by the intramolecular allylation followed by ring-closing metathesis to furnish the pentacyclic ether compound. An alternative route to the key synthetic intermediate, a pentacyclic ether core, was also examined. The right- and left-hand side chains were introduced by Wittig and Horner-Wadsworth-Emmons reactions, respectively, to furnish brevenal (1). |
| Keywords: | Brevenal Marine polycyclic ether Total synthesis Intramolecular allylation Ring-closing metathesis |
| 本文献已被 ScienceDirect 等数据库收录！ | |