volume 56 issue 2 pages 645-649

An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum

Simon H. Williams 1
Jialu Jin 1
S B Jennifer Kan 1
Mungyuen Li 1
Lisa J Gibson 1
IAN PATERSON 1
Publication typeJournal Article
Publication date2016-11-29
scimago Q1
wos Q1
SJR5.550
CiteScore27.6
Impact factor16.9
ISSN14337851, 15213773
General Chemistry
Catalysis
Abstract
A unified strategy for the chemical synthesis of the chivosazoles is described. This strategy is based on two closely related approaches involving the late-stage installation of the isomerization-prone (2Z,4E,6Z,8E)-tetraenoate motif, and an expedient fragment-assembly procedure. The result is a highly convergent total synthesis of chivosazole F through the orchestration of three mild Pd/Cu-mediated Stille cross-coupling reactions, including the use of a one-pot, site-selective, three-component process, in combination with controlled installation of the requisite alkene geometry.
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GOST Copy
Williams S. H. et al. An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum // Angewandte Chemie - International Edition. 2016. Vol. 56. No. 2. pp. 645-649.
GOST all authors (up to 50) Copy
Williams S. H., Jin J., Kan S. B. J., Li M., Gibson L. J., PATERSON I. An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum // Angewandte Chemie - International Edition. 2016. Vol. 56. No. 2. pp. 645-649.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/anie.201610636
UR - https://doi.org/10.1002/anie.201610636
TI - An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum
T2 - Angewandte Chemie - International Edition
AU - Williams, Simon H.
AU - Jin, Jialu
AU - Kan, S B Jennifer
AU - Li, Mungyuen
AU - Gibson, Lisa J
AU - PATERSON, IAN
PY - 2016
DA - 2016/11/29
PB - Wiley
SP - 645-649
IS - 2
VL - 56
PMID - 27897365
SN - 1433-7851
SN - 1521-3773
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Williams,
author = {Simon H. Williams and Jialu Jin and S B Jennifer Kan and Mungyuen Li and Lisa J Gibson and IAN PATERSON},
title = {An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum},
journal = {Angewandte Chemie - International Edition},
year = {2016},
volume = {56},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/anie.201610636},
number = {2},
pages = {645--649},
doi = {10.1002/anie.201610636}
}
MLA
Cite this
MLA Copy
Williams, Simon H., et al. “An Expedient Total Synthesis of Chivosazole F: an Actin-Binding Antimitotic Macrolide from the Myxobacterium Sorangium Cellulosum.” Angewandte Chemie - International Edition, vol. 56, no. 2, Nov. 2016, pp. 645-649. https://doi.org/10.1002/anie.201610636.