Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A
James E Rixson
1
,
Brian W. Skelton
1
,
G. A. Koutsantonis
1
,
Kersten M Gericke
1
,
Scott Stewart
1
1
The School of Chemistry and Biochemistry, and Centre for Microscopy, Characterisation and Analysis, The University of Western Australia, Crawley, WA 6009, Australia, and Bayer Pharma AG, Medicinal Chemistry, 42096 Wuppertal, Germany
|
Publication type: Journal Article
Publication date: 2013-09-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
24006880
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A domino alkyne addition/CO insertion/Nu acylation reaction to a series of novel anthrapyran-2-ones in good to excellent yields is described. In addition, an efficient synthetic sequence involving carbonylation, formation of a β-keto-sulfoxide, and cyclization is presented en route to the antibiotic and antitumor compound (±)-BE-26554A.
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Total citations:
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Citations from 2024:
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(4.55%)
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MLA
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GOST
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Rixson J. E. et al. Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A // Organic Letters. 2013. Vol. 15. No. 18. pp. 4834-4837.
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Rixson J. E., Skelton B. W., Koutsantonis G. A., Gericke K. M., Stewart S. Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A // Organic Letters. 2013. Vol. 15. No. 18. pp. 4834-4837.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol402240v
UR - https://doi.org/10.1021/ol402240v
TI - Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A
T2 - Organic Letters
AU - Rixson, James E
AU - Skelton, Brian W.
AU - Koutsantonis, G. A.
AU - Gericke, Kersten M
AU - Stewart, Scott
PY - 2013
DA - 2013/09/05
PB - American Chemical Society (ACS)
SP - 4834-4837
IS - 18
VL - 15
PMID - 24006880
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_Rixson,
author = {James E Rixson and Brian W. Skelton and G. A. Koutsantonis and Kersten M Gericke and Scott Stewart},
title = {Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A},
journal = {Organic Letters},
year = {2013},
volume = {15},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/ol402240v},
number = {18},
pages = {4834--4837},
doi = {10.1021/ol402240v}
}
Cite this
MLA
Copy
Rixson, James E., et al. “Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A.” Organic Letters, vol. 15, no. 18, Sep. 2013, pp. 4834-4837. https://doi.org/10.1021/ol402240v.