Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A
Publication type: Journal Article
Publication date: 2016-11-08
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
27809506
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Synthetic pathways to complex meroterpenes derived from 3,5-dimethylorsellinic acid (DMOA) and farnesyl pyrophosphate have not been reported despite heavy biosynthetic and medicinal interest. Herein we report the first total synthesis of berkeleyone A, a potential gateway compound to a plethora of fungal-derived meroterpenes, in 13 steps. In addition, we have further developed a novel annulation reaction for the synthesis of hydroxylated 1,3-cyclohexadiones in a single step.
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Metrics
61
Total citations:
61
Citations from 2024:
17
(27.86%)
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GOST
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Ting C. P. et al. Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A // Journal of the American Chemical Society. 2016. Vol. 138. No. 45. pp. 14868-14871.
GOST all authors (up to 50)
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Ting C. P., Xu G., Zeng X., Maimone T. J. Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A // Journal of the American Chemical Society. 2016. Vol. 138. No. 45. pp. 14868-14871.
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RIS
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TY - JOUR
DO - 10.1021/jacs.6b10397
UR - https://doi.org/10.1021/jacs.6b10397
TI - Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A
T2 - Journal of the American Chemical Society
AU - Ting, Chi P
AU - Xu, Gong
AU - Zeng, Xianhuang
AU - Maimone, Thomas J
PY - 2016
DA - 2016/11/08
PB - American Chemical Society (ACS)
SP - 14868-14871
IS - 45
VL - 138
PMID - 27809506
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_Ting,
author = {Chi P Ting and Gong Xu and Xianhuang Zeng and Thomas J Maimone},
title = {Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A},
journal = {Journal of the American Chemical Society},
year = {2016},
volume = {138},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jacs.6b10397},
number = {45},
pages = {14868--14871},
doi = {10.1021/jacs.6b10397}
}
Cite this
MLA
Copy
Ting, Chi P., et al. “Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A.” Journal of the American Chemical Society, vol. 138, no. 45, Nov. 2016, pp. 14868-14871. https://doi.org/10.1021/jacs.6b10397.