51. A formal total synthesis of (±)-9-isocyanoneopupukeanane
- Author
-
Adusumilli Srikrishna and Gedu Satyanarayana
- Subjects
Stereochemistry ,Monoterpene ,Organic Chemistry ,Total synthesis ,chemistry.chemical_element ,Sesquiterpene ,behavioral disciplines and activities ,Biochemistry ,humanities ,Rhodium ,chemistry.chemical_compound ,chemistry ,Insertion reaction ,Intramolecular force ,Drug Discovery ,Michael reaction ,Organic chemistry ,Carbenoid - Abstract
A formal total synthesis of the marine sesquiterpene (±)-9-isocyanoneopupukeanane starting from the readily available monoterpene carvone has been accomplished employing a combination of intermolecular Michael addition–intramolecular Michael addition reaction and an intramolecular rhodium carbenoid C–H insertion reaction as key steps, and identifying the isopropenyl group as a masked hydroxy group.
- Published
- 2005