Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam
Publication type: Journal Article
Publication date: 2015-07-21
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
26202059
General Chemistry
Catalysis
Organic Chemistry
Abstract
The marine alkaloids (-)-lepadins A-C and (+)-lepadin D, belonging to two diastereoisomeric series, were synthesized from an (R)-phenylglycinol-derived tricyclic lactam via a common cis-decahydroquinoline intermediate. Crucial aspects of the synthesis are the stereochemical control in the assembly of the cis-decahydroquinoline platform, in the introduction of the C2 methyl and C3 hydroxy substituents, and in the generation of the C5 stereocenter.
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Metrics
19
Total citations:
19
Citations from 2024:
2
(10.53%)
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GOST
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Amat M. et al. Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam // Chemistry - A European Journal. 2015. Vol. 21. No. 36. pp. 12804-12808.
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Amat M., Pinto A., Griera R., Bosch J. Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam // Chemistry - A European Journal. 2015. Vol. 21. No. 36. pp. 12804-12808.
Cite this
RIS
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TY - JOUR
DO - 10.1002/chem.201501909
UR - https://doi.org/10.1002/chem.201501909
TI - Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam
T2 - Chemistry - A European Journal
AU - Amat, Mercedes
AU - Pinto, Alexandre
AU - Griera, Rosa
AU - Bosch, Joan
PY - 2015
DA - 2015/07/21
PB - Wiley
SP - 12804-12808
IS - 36
VL - 21
PMID - 26202059
SN - 0947-6539
SN - 1521-3765
ER -
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BibTex (up to 50 authors)
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@article{2015_Amat,
author = {Mercedes Amat and Alexandre Pinto and Rosa Griera and Joan Bosch},
title = {Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam},
journal = {Chemistry - A European Journal},
year = {2015},
volume = {21},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/chem.201501909},
number = {36},
pages = {12804--12808},
doi = {10.1002/chem.201501909}
}
Cite this
MLA
Copy
Amat, Mercedes, et al. “Enantioselective Synthesis of Lepadins A-D from a Phenylglycinol-Derived Hydroquinolone Lactam.” Chemistry - A European Journal, vol. 21, no. 36, Jul. 2015, pp. 12804-12808. https://doi.org/10.1002/chem.201501909.