Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.

Fiche publication


Date publication

août 2010

Auteurs

Membres identifiés du Cancéropôle Est :
Dr WAGNER Alain


Tous les auteurs :
Goncalves S, Hellier P, Nicolas M, Wagner A, Baati R

Résumé

A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.

Référence

Chem Commun (Camb). 2010 Aug 21;46(31):5778-80