Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol
Publication type: Journal Article
Publication date: 2016-08-29
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
27505436
Organic Chemistry
Abstract
The first total synthesis of resorcyclic acid lactone spiroketal citreoviranol (1) is described. The synthesis was completed in nine steps and via Sonogashira cross-coupling, gold-catalyzed cyclization, and an unusual base-induced ketalization. The relative and absolute stereochemistry of citreoviranol was unambiguously confirmed using 2D NMR spectroscopy and X-ray crystallography.
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Total citations:
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Citations from 2024:
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(29.17%)
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GOST
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Quach R., Furkert D. P., Brimble M. A. Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol // Journal of Organic Chemistry. 2016. Vol. 81. No. 18. pp. 8343-8350.
GOST all authors (up to 50)
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Quach R., Furkert D. P., Brimble M. A. Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol // Journal of Organic Chemistry. 2016. Vol. 81. No. 18. pp. 8343-8350.
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RIS
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TY - JOUR
DO - 10.1021/acs.joc.6b01503
UR - https://doi.org/10.1021/acs.joc.6b01503
TI - Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol
T2 - Journal of Organic Chemistry
AU - Quach, Rachelle
AU - Furkert, Daniel P.
AU - Brimble, Margaret A.
PY - 2016
DA - 2016/08/29
PB - American Chemical Society (ACS)
SP - 8343-8350
IS - 18
VL - 81
PMID - 27505436
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2016_Quach,
author = {Rachelle Quach and Daniel P. Furkert and Margaret A. Brimble},
title = {Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol},
journal = {Journal of Organic Chemistry},
year = {2016},
volume = {81},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.joc.6b01503},
number = {18},
pages = {8343--8350},
doi = {10.1021/acs.joc.6b01503}
}
Cite this
MLA
Copy
Quach, Rachelle, et al. “Total Synthesis of the Resorcyclic Acid Lactone Spiroketal Citreoviranol.” Journal of Organic Chemistry, vol. 81, no. 18, Aug. 2016, pp. 8343-8350. https://doi.org/10.1021/acs.joc.6b01503.