title: Total synthesis of taxol.
abstract: Taxol, a substance originally isolated from the Pacific yew tree (Taxus brevifolia) more than two decades ago, has recently been approved for the clinical treatment of cancer patients. Hailed as having provided one of the most significant advances in cancer therapy, this molecule exerts its anticancer activity by inhibiting mitosis through enhancement of the polymerization of tubulin and consequent stabilization of microtubules. The scarcity of taxol and the ecological impact of harvesting it have prompted extension searches for alternative sources including semisynthesis, cellular culture production and chemical synthesis. The latter has been attempted for almost two decades, but these attempts have been thwarted by the magnitude of the synthetic challenge. Here we report the total synthesis of taxol by a convergent strategy, which opens a chemical pathway for the production of both the natural product itself and a variety of designed taxoids.
authors.affiliation: Department of Chemistry, Scripps Research Institute, La Jolla, California 92037.
authors.forename: K C
authors.initials: KC
authors.lastname: Nicolaou
authors.forename: Z
authors.initials: Z
authors.lastname: Yang
authors.forename: J J
authors.initials: JJ
authors.lastname: Liu
authors.forename: H
authors.initials: H
authors.lastname: Ueno
authors.forename: P G
authors.initials: PG
authors.lastname: Nantermet
authors.forename: R K
authors.initials: RK
authors.lastname: Guy
authors.forename: C F
authors.initials: CF
authors.lastname: Claiborne
authors.forename: J
authors.initials: J
authors.lastname: Renaud
authors.forename: E A
authors.initials: EA
authors.lastname: Couladouros
authors.forename: K
authors.initials: K
authors.lastname: Paulvannan
mesh_terms: D008958:Models, Molecular; D008968:Molecular Conformation; D017239:Paclitaxel / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D017239:Paclitaxel