1416545-94-2Relevant academic research and scientific papers
Non-natural elemane as the stepping stone for the synthesis of germacrane and guaiane sesquiterpenes
Anagnostaki, Elissavet E.,Zografos, Alexandros L.
supporting information, p. 152 - 155 (2013/03/28)
The synthesis of hydroxyelemane 5 from (R)-carvone and its utilization as a common synthetic scaffold to produce structurally diverse germacrane and guaiane sesquiterpenes are described. A highly enantio- and stereoselective biomimetic tandem oxy-Cope/ene rearrangement was used as the key reaction to access the 10-membered macrocyclic core of germacranes and the condensed 5-7 carbocycles of guaiane sesquiterpenes. Additionally, reactions of furanoguaianes under acidic or oxidizing reagents have been investigated, and preliminary results of these conversions are presented.
