Yang P, Yao M, Li J, Li Y, Li A * Shanghai Institute of Organic Chemistry, P. R. of
China
Total Synthesis of Rubriflordilactone B.
Angew. Chem. Int. Ed. 2016;
55: 6964-6968
Key words
(−)-rubriflordilac-tone B -
Schisandraceae bisnortriterpenoid - Sonogashira cross-coupling - oxidative 6π-electrocyclization
Significance
Li and co-workers report the first total synthesis of (−)-rubriflordilactone B. They
obtained the Schisandraceae triterpenoid in a convergent approach by retrosynthetic cleavage of the aromatic
ring.
Comment
Fragments F and K were joined by a Sonogoshira cross-coupling. Hydrosilylation with Karstedt’s catalyst
was then followed by 6π-electrocyclization and oxidation to form the aromatic ring,
fusing the fragments of the natural product.
