Abstmct: Bifurcation of the synthetic pathway affording total syntheses of picrotoxinin, picrotin and corianin from a common synthetic intermediate daived via the palladium catalyzed enyne cycloisomerization leads to the total synthesis of the picrotoxane sesquiterpene methyl picrotoxate.
Total synthesis of 7-O-methyldehydropinguisenol by palladium–catalyzed 1,7-enyne cycloisomerization
✍ Scribed by Kenichi Harada; Yasutoshi Tonoi; Hiroaki Kato; Yoshiyasu Fukuyama
- Book ID
- 104251092
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 66 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Efficient synthesis of 7-O-methyldehydropinguisenol, a typical pinguisane-type sesquiterpene with a furan moiety, was accomplished by applying palladium-catalyzed 1,7-enyne cycloisomerization for the construction of six-membered ring bearing an exomethylene as well as of adjacent quaternary centers.
📜 SIMILAR VOLUMES
TbtCHSe, 4 was prepared by the reaction of TbtCHN, [9] with (C,H,),TiSe,[li~ in the presence of a catalytic amount of CuCl at room temperature. 4 was obtained as an inseparable mixture of compounds with different numbers of selenium atoms. the average number of which was determined to be 5.1 by elem