DOI: https://doi.org/10.24820/ark.5550190.p011.494 Page 110
©
AUTHOR(S)
A Platinum Open Access Journal
for Organic Chemistry
Review
Free to Authors and Readers DOAJ Seal Arkivoc 2021, part v, 110-137
Recent advances in the synthesis of taxoids: 2015-2020
Mohamed F. El-Mansy
a,b
and William A. Donaldson*
c
a
Organometallic and Organometalloid Chemistry Department, National Research Centre, 12622 Cairo, Egypt
b
Department of Chemistry Department of Molecular Biosciences, Center for Molecular Innovation and Drug
Discovery, Northwestern University, Evanston, Illinois 60208-3113 USA
c
Department of Chemistry, Marquette University, P. O. Box 1881, Milwaukee, WI 53201-1881 USA
Email: william.donaldson@marquette.edu
Dedicated to Prof. Peter A. Jacobi for his lifetime contributions to organic synthesis
Received 02-17-2021 Accepted 03-27-2021 Published on line 04-20-2021
Abstract
Taxol is a highly oxygenated, polycyclic diterpene first isolated from the bark of the Pacific yew tree. The
impressive antitumor activity of this compound led to intense synthetic activity over the past 30 years. The
first syntheses were reported more than 25 years ago, and earlier synthetic efforts have been amply reviewed.
This review will focus on the literature for the period 2015-2020 including formal and total syntheses of taxol,
1-hydroxytaxinine, taxabaccatin III, and canataxpropellane.
Taxol
HO
O
OH
AcO
O
H
OAc
Ph
NH
OH
O
OBz
O
Ph
O
HO
OAc
OAc AcO
O
H
O
O
Ph
1-Hydroxytaxinine
O
OH
OAc
H
H
OH
AcO
OH
Canataxpropellane
Keywords: total synthesis, taxane-type diterpenes