Convenient total synthesis of Bistratamides H and J
Zhongren Sun
1
,
Ziqiang Sun
1
,
Yuanyong Feng
2
,
Yuxin Feng
2
,
Shuqi Liu
2
,
Guoqing Xiao
1
,
Xiaoxue Li
1
,
Sihan Qiang
1
,
Guoying Zhang
2
,
Huili Liu
2
,
Hongbo Wang
2
,
Yi Liu
1
Publication type: Journal Article
Publication date: 2024-02-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Scalable total syntheses of Bistratamides H and J with remarkable yields of 22.9 % and 24.2 % over 9 steps, respectively, have been accomplished. The key step features a PPh3-promoted cascade reaction (disulfide cleavage/thiocarbonylation/intramolecular Staudinger-aza-Wittig reaction/dehydrogenation) to construct the key Boc-l-Val-thiazole fragment, DAST-promoted oxazoline synthesis, and a PyBOP-assisted macrolactamization.
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Sun Z. et al. Convenient total synthesis of Bistratamides H and J // Tetrahedron Letters. 2024. Vol. 136. p. 154916.
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Sun Z., Sun Z., Feng Y., Feng Y., Liu S., Xiao G., Li X., Qiang S., Zhang G., Liu H., Wang H., Liu Y. Convenient total synthesis of Bistratamides H and J // Tetrahedron Letters. 2024. Vol. 136. p. 154916.
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TY - JOUR
DO - 10.1016/j.tetlet.2024.154916
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403924000108
TI - Convenient total synthesis of Bistratamides H and J
T2 - Tetrahedron Letters
AU - Sun, Zhongren
AU - Sun, Ziqiang
AU - Feng, Yuanyong
AU - Feng, Yuxin
AU - Liu, Shuqi
AU - Xiao, Guoqing
AU - Li, Xiaoxue
AU - Qiang, Sihan
AU - Zhang, Guoying
AU - Liu, Huili
AU - Wang, Hongbo
AU - Liu, Yi
PY - 2024
DA - 2024/02/01
PB - Elsevier
SP - 154916
VL - 136
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2024_Sun,
author = {Zhongren Sun and Ziqiang Sun and Yuanyong Feng and Yuxin Feng and Shuqi Liu and Guoqing Xiao and Xiaoxue Li and Sihan Qiang and Guoying Zhang and Huili Liu and Hongbo Wang and Yi Liu},
title = {Convenient total synthesis of Bistratamides H and J},
journal = {Tetrahedron Letters},
year = {2024},
volume = {136},
publisher = {Elsevier},
month = {feb},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0040403924000108},
pages = {154916},
doi = {10.1016/j.tetlet.2024.154916}
}