Highly Efficient Synthesis of the Tricyclic Core of Taxol by Cascade Metathesis

Aurélien Letort (1) , Rémi Aouzal (2) , Cong Ma (2) , Deliang Long (1) , Joëlle Prunet (3)

1 WestCHEM
2 DCSO - Laboratoire de synthèse organique
3 WestCHEM

An efficient enantioselective synthesis of the ABC tricyclic core of the anticancer drug Taxol is reported. The key step of this synthesis is a cascade metathesis reaction, which leads in one operation to the required tricycle if appropriate fine-tuning of the dienyne precursor is performed.

Domaines: Chimie organique

Aurélien Letort, Rémi Aouzal, Cong Ma, Deliang Long, Joëlle Prunet. Highly Efficient Synthesis of the Tricyclic Core of Taxol by Cascade Metathesis. Organic Letters, 2014, 16 (12), pp.3300-3303. ⟨10.1021/ol501304j⟩. ⟨hal-01044768⟩