Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A
Publication type: Journal Article
Publication date: 2009-10-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
19803528
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient four-step route to the tetracyclic aminoquinone moiety of marmycin A that proceeds in 41% overall yield from 5-nitronaphthoquinone and 5-methyl-1-vinylcyclohexene will facilitate preparation of marmycin A analogues for biological evaluation. The Diels-Alder reaction gave exclusively the desired adduct that is favored by steric considerations rather than the regioisomeric adduct that is favored by electronic considerations.
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Metrics
18
Total citations:
18
Citations from 2024:
2
(11.11%)
Cite this
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RIS |
BibTex |
MLA
Cite this
GOST
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Maugel N., Snider B. B. Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A // Organic Letters. 2009. Vol. 11. No. 21. pp. 4926-4929.
GOST all authors (up to 50)
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Maugel N., Snider B. B. Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A // Organic Letters. 2009. Vol. 11. No. 21. pp. 4926-4929.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol9020496
UR - https://doi.org/10.1021/ol9020496
TI - Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A
T2 - Organic Letters
AU - Maugel, Nathan
AU - Snider, Barry B
PY - 2009
DA - 2009/10/05
PB - American Chemical Society (ACS)
SP - 4926-4929
IS - 21
VL - 11
PMID - 19803528
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2009_Maugel,
author = {Nathan Maugel and Barry B Snider},
title = {Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A},
journal = {Organic Letters},
year = {2009},
volume = {11},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/ol9020496},
number = {21},
pages = {4926--4929},
doi = {10.1021/ol9020496}
}
Cite this
MLA
Copy
Maugel, Nathan, and Barry B Snider. “Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A.” Organic Letters, vol. 11, no. 21, Oct. 2009, pp. 4926-4929. https://doi.org/10.1021/ol9020496.