Litcius/Paper detail

Two-Phase Total Synthesis of Taxanes: Tactics and Strategies

Yuzuru Kanda, Yoshihiro Ishihara, Nathan C. Wilde, Phil S. Baran

2020The Journal of Organic Chemistry76 citationsDOIOpen Access PDF

Abstract

C-H oxidations at C1 and C7 were attained by dioxirane-mediated C-H oxidation and an oxidation relay based on judicious substrate design, culminating in a two-phase synthesis of Taxol. The purpose of this Perspective is to articulate strategies and tactics developed for the two-phase synthesis of taxanes, whose lessons can be potentially extrapolated to medicinal chemistry endeavors in the taxane family, as well as to the synthesis of other terpene families.

Topics & Concepts

Phase (matter)Computer scienceBusinessChemistryOrganic chemistryCancer Treatment and PharmacologyMicrobial Natural Products and BiosynthesisOxidative Organic Chemistry Reactions