Strategies and lessons learned from total synthesis of taxol

L Min, JC Han, W Zhang, CC Gu, YP Zou… - Chemical …, 2023 - ACS Publications
Taxol (paclitaxel), the most well-known taxane diterpenoid, is the best-selling natural-source
anticancer drug ever produced and one of the most common prescriptions in the treatment of …

Navigating the chiral pool in the total synthesis of complex terpene natural products

ZG Brill, ML Condakes, CP Ting, TJ Maimone - Chemical reviews, 2017 - ACS Publications
The pool of abundant chiral terpene building blocks (ie,“chiral pool terpenes”) has long
served as a starting point for the chemical synthesis of complex natural products, including …

Asymmetric total synthesis of Taxol

YJ Hu, CC Gu, XF Wang, L Min… - Journal of the American …, 2021 - ACS Publications
Taxol is one of the most famous natural diterpenoids and an important anticancer medicine.
Taxol represents a formidable synthetic challenge and has prompted significant interest from …

Forging C(sp3)–C(sp3) Bonds with Carbon-Centered Radicals in the Synthesis of Complex Molecules

SP Pitre, NA Weires, LE Overman - Journal of the American …, 2018 - ACS Publications
Radical fragment coupling reactions that unite intricate subunits have become an important
class of transformations within the arena of complex molecule synthesis. This Perspective …

The transformative power of biocatalysis in convergent synthesis

LE Zetzsche, S Chakrabarty… - Journal of the American …, 2022 - ACS Publications
Achieving convergent synthetic strategies has long been a gold standard in constructing
complex molecular skeletons, allowing for the rapid generation of complexity in …

Catalytic ring expansions of cyclic alcohols enabled by proton-coupled electron transfer

K Zhao, K Yamashita, JE Carpenter… - Journal of the …, 2019 - ACS Publications
We report here a catalytic method for the modular ring expansion of cyclic aliphatic alcohols.
In this work, proton-coupled electron transfer activation of an allylic alcohol substrate affords …

Total synthesis of taxol enabled by intermolecular radical coupling and Pd-catalyzed cyclization

T Watanabe, K Oga, H Matoba… - Journal of the …, 2023 - ACS Publications
Taxol (1) is a clinically used antineoplastic diterpenoid. The tetracyclic ring system
comprises a 6/8/6-membered carbocycle (ABC-ring) and a fused oxetane ring (D-ring) …

Terpenoids with special pharmacological significance: A review

R Jaeger, E Cuny - Natural product communications, 2016 - journals.sagepub.com
Terpenoids are a very prominent class of natural compounds produced in diverse genera of
plants, fungi, algae and sponges. They gained significant pharmaceutical value since …

Unified total syntheses of rhamnofolane, tigliane, and daphnane diterpenoids

A Hirose, A Watanabe, K Ogino… - Journal of the …, 2021 - ACS Publications
Rhamnofolane, tigliane, and daphnane diterpenoids are structurally complex natural
products with multiple oxygen functionalities, making them synthetically challenging. While …

Total Synthesis of (−)‐Batrachotoxin Enabled by a Pd/Ag‐Promoted Suzuki–Miyaura Coupling Reaction

Y Watanabe, H Morozumi, H Mutoh… - Angewandte …, 2023 - Wiley Online Library
Batrachotoxin is an extremely potent cardio‐and neurotoxic steroidal alkaloid found in
certain species of frogs, birds, and beetles. The steroidal 6/6/6/5‐membered carbocycle …