Study of Cascade Ring-Closing Metathesis Reactions en Route to an Advanced Intermediate of Taxol.
Aurélien LetortDe-Liang LongJoëlle PrunetPublished in: The Journal of organic chemistry (2016)
A highly functionalized intermediate in the synthesis of Taxol has been synthesized, which features the tricyclic core and the required oxygen substituents at C1, C2, C7, C10, and C13. The key step, a ring-closing dienyne metathesis (RCDEYM) reaction, has been thoroughly optimized to favor the tricyclic product over the undesired bicyclic product resulting from diene metathesis.