397870-41-6Relevant academic research and scientific papers
Stereoselective synthesis of polyoxygenated atisane-type diterpenoids
Abad, Antonio,Agulló, Consuelo,Cu?at, Ana C.,Navarro, Ismael
, p. 8965 - 8968 (2007/10/03)
A new stereoselective approach to polyoxygenated atisane-type diterpenes starting from (S)-(+)-carvone is described. The key steps involve an intramolecular Diels-Alder reaction, an unusual intramolecular diazo ketone cyclopropanation of an unsaturated ketone, and a regioselective endocyclic cleavage of a cyclopropyl carbinyl radical as key synthetic steps. The synthesis of the bioactive polyoxygenated atisanes atis-16(17)-en-3,14-dione (2) and 3R-hydroxy-atis-16(17)-en-2,14-dione (3) following this approach is presented.
