Open Access
Unified Approach toward Syntheses of Juglomycins and Their Derivatives
Kai Yoshioka
1
,
Shogo Kamo
1, 2
,
Keisuke HOSAKA
2
,
Ryohei Sato
2
,
Yuma Miikeda
2
,
Yuri Manabe
1
,
Kazunori Tsubaki
1
,
Kouji Kuramochi
2
Publication type: Journal Article
Publication date: 2019-07-05
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
31460280
General Chemistry
General Chemical Engineering
Abstract
A unified and common intermediate strategy for syntheses of juglomycins and their derivatives is reported. The use of a 1,4-dimethoxynaphthalene derivative as a key intermediate enabled easy access to various juglomycin derivatives. In this study, juglomycins A-D, juglomycin C amide, khatmiamycin and its 4-epimer, and the structure proposed for juglomycin Z were synthesized from this intermediate. The absolute configuration of natural khatmiamycin has been established to be 3R,4R through our synthesis. Unfortunately, the spectroscopic data for synthetic juglomycin Z were not consistent with the data reported for the natural one, strongly suggesting a structural misassignment.
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GOST
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Yoshioka K. et al. Unified Approach toward Syntheses of Juglomycins and Their Derivatives // ACS Omega. 2019. Vol. 4. No. 7. pp. 11737-11748.
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Yoshioka K., Kamo S., HOSAKA K., Sato R., Miikeda Y., Manabe Y., Tomoshige S., Tsubaki K., Kuramochi K. Unified Approach toward Syntheses of Juglomycins and Their Derivatives // ACS Omega. 2019. Vol. 4. No. 7. pp. 11737-11748.
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RIS
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TY - JOUR
DO - 10.1021/acsomega.9b01376
UR - https://doi.org/10.1021/acsomega.9b01376
TI - Unified Approach toward Syntheses of Juglomycins and Their Derivatives
T2 - ACS Omega
AU - Yoshioka, Kai
AU - Kamo, Shogo
AU - HOSAKA, Keisuke
AU - Sato, Ryohei
AU - Miikeda, Yuma
AU - Manabe, Yuri
AU - Tomoshige, Shusuke
AU - Tsubaki, Kazunori
AU - Kuramochi, Kouji
PY - 2019
DA - 2019/07/05
PB - American Chemical Society (ACS)
SP - 11737-11748
IS - 7
VL - 4
PMID - 31460280
SN - 2470-1343
ER -
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BibTex (up to 50 authors)
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@article{2019_Yoshioka,
author = {Kai Yoshioka and Shogo Kamo and Keisuke HOSAKA and Ryohei Sato and Yuma Miikeda and Yuri Manabe and Shusuke Tomoshige and Kazunori Tsubaki and Kouji Kuramochi},
title = {Unified Approach toward Syntheses of Juglomycins and Their Derivatives},
journal = {ACS Omega},
year = {2019},
volume = {4},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acsomega.9b01376},
number = {7},
pages = {11737--11748},
doi = {10.1021/acsomega.9b01376}
}
Cite this
MLA
Copy
Yoshioka, Kai, et al. “Unified Approach toward Syntheses of Juglomycins and Their Derivatives.” ACS Omega, vol. 4, no. 7, Jul. 2019, pp. 11737-11748. https://doi.org/10.1021/acsomega.9b01376.