The total synthesis of clusianone was accomplished through the stereoselective construction of a bicyclo[3.3.1]nonane derivative via a three-step sequence, which has been utilized for the total syntheses of nemorosone, garsubellin A, and hyperforin: intramolecular cyclopropanation, formation of a geminal dimethyl group, and regioselective ring opening of cyclopropane. Further elaboration, including chemo- And stereoselective hydrogenation to generate the C7 stereogenic center and cross-metathesis to construct prenyl groups in the side-chains, was employed to complete the total synthesis of clusianone.
|ジャーナル||Natural Product Communications|
|出版ステータス||Published - 2013 8 2|
ASJC Scopus subject areas
- Plant Science
- Drug Discovery
- Complementary and alternative medicine