A short chemoenzymatic synthesis of (+)-multifidene and (+)-viridiene
✍ Scribed by Jacques Lebreton; Véronique Alphand; Roland Furstoss
- Book ID
- 103405497
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 231 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
## Abstract The absolute configurations of the two algal pheromones multifidene **1** and viridiene **2** were determined as (+)‐(3__S__, 4__S__)‐3‐[(__Z__)‐1‐butenyl]‐4‐vinylcyclopentene and (+)‐(3__R__, 4__S__)‐3‐[(1__Z__)‐1, 3‐butadienyl]‐4‐vinylcyclopentene, respectively. The strategy involves
## Abstract (+)‐Multifidence ((+)‐1) has been synthesized starting from (__R__)‐(cyclopent‐2‐enyl)methanol ((+)‐2) __via__ its chloroformate 4, Co‐mediated radical cyclization reaction to the lactone (+)‐6, and introduction of the olefinic side chains.
The title alkaloid has been synthesized in eight operations from dibromobenzene and ovanillin, via enzymatic oxidation of the former compound, Suzuki coupling and a Bisehler-Napieralski type cyclization as the key transformations.