11-Step Total Synthesis of Teleocidins B-1–B-4
Publication type: Journal Article
Publication date: 2019-01-13
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
30636411
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
A unified and modular approach to the teleocidin B family of natural products is presented that proceeds in 11 steps and features an array of interesting strategies and methods. Indolactam V, the known biosynthetic precursor to this family, was accessed through electrochemical amination, Cu-mediated aziridine opening, and a remarkable base-induced macrolactamization. Guided by a desire to minimize concession steps, the tactical combination of C-H borylation and a Sigman-Heck transform enabled the convergent, stereocontrolled synthesis of the teleocidins.
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Metrics
70
Total citations:
70
Citations from 2024:
11
(15%)
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MLA
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GOST
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Nakamura H. et al. 11-Step Total Synthesis of Teleocidins B-1–B-4 // Journal of the American Chemical Society. 2019. Vol. 141. No. 4. pp. 1494-1497.
GOST all authors (up to 50)
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Nakamura H., Yasui K., Kanda Y., Baran P. S. 11-Step Total Synthesis of Teleocidins B-1–B-4 // Journal of the American Chemical Society. 2019. Vol. 141. No. 4. pp. 1494-1497.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jacs.8b13697
UR - https://doi.org/10.1021/jacs.8b13697
TI - 11-Step Total Synthesis of Teleocidins B-1–B-4
T2 - Journal of the American Chemical Society
AU - Nakamura, Hugh
AU - Yasui, Kosuke
AU - Kanda, Yuzuru
AU - Baran, Phil S
PY - 2019
DA - 2019/01/13
PB - American Chemical Society (ACS)
SP - 1494-1497
IS - 4
VL - 141
PMID - 30636411
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Nakamura,
author = {Hugh Nakamura and Kosuke Yasui and Yuzuru Kanda and Phil S Baran},
title = {11-Step Total Synthesis of Teleocidins B-1–B-4},
journal = {Journal of the American Chemical Society},
year = {2019},
volume = {141},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/jacs.8b13697},
number = {4},
pages = {1494--1497},
doi = {10.1021/jacs.8b13697}
}
Cite this
MLA
Copy
Nakamura, Hugh, et al. “11-Step Total Synthesis of Teleocidins B-1–B-4.” Journal of the American Chemical Society, vol. 141, no. 4, Jan. 2019, pp. 1494-1497. https://doi.org/10.1021/jacs.8b13697.
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