A simple and efficient total synthesis of rhoiptelol B, isolated
from the the leaves and fruits of Rhoiptelea
chiliantha, is achieved using Sharpless asymmetric epoxidation,
1,3-anti-chiral allylation, olefin cross-metathesis,
Sharpless asymmetric dihydroxylation, and ferric chloride catalyzed
intramolecular SN2 cyclization as the key steps.
rhoiptelol B - Sharpless asymmetric epoxidation - allylation - cross-metathesis - diarylheptanoids