186087-72-9Relevant academic research and scientific papers
First synthesis of cytotoxic 8,9-secokaurene diterpenoids. An enantioselective route to (-)-O-methylshikoccin and (+)- O-methylepoxyshikoccin
Paquette, Leo A.,Backhaus, Dirk,Braun, Ralf,Underiner, Ted L.,Fuchs, Klaus
, p. 9662 - 9671 (2007/10/03)
A practical route for the total synthesis of 8,9-secokaurene diterpenes is described. The central step is the 3.3]sigmatropic rearrangement of spirocyclic intermediates such as 35, 40, and 41. All three compounds must necessarily respond identically to pr
Synthetic entry into the ent-kaurene framework. Application of an unprecedented transannular cyclization for forming the central bond common to the B and C rings
Backhaus, Dirk,Paquette, Leo A.
, p. 29 - 32 (2007/10/03)
A stereocontrolled means for constructing the ent-kaurene framework is described. The key transformation involves transannular ring closure of an 8,9-seco precursor with migration of an interstitial methoxyl group.
