Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation
Тип публикации: Journal Article
Дата публикации: 2001-06-19
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
11442400
Organic Chemistry
Краткое описание
Electron-rich aromatic compounds such as 2-naphthol give a faster and asymmetric 1-aminoalkylation with high yields when treated with (R)-1-phenylethylamine and aromatic aldehydes in solvent-free conditions. An asymmetric transformation of a second kind, probably induced by the preferential crystallization of one diastereomer, affords the straightforward and stereoselective synthesis of aminoalkylnaphthols. Mechanisms predictable for this asymmetric reaction are reported. The absolute configurations and the conformations of the unknown aminonaphthols are widely ascertained.
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ГОСТ
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Cimarelli C. et al. Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation // Journal of Organic Chemistry. 2001. Vol. 66. No. 14. pp. 4759-4765.
ГОСТ со всеми авторами (до 50)
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Cimarelli C., Mazzanti A., Palmieri G., Volpini E. Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation // Journal of Organic Chemistry. 2001. Vol. 66. No. 14. pp. 4759-4765.
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TY - JOUR
DO - 10.1021/jo0101205
UR - https://doi.org/10.1021/jo0101205
TI - Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation
T2 - Journal of Organic Chemistry
AU - Cimarelli, Cristina
AU - Mazzanti, Andrea
AU - Palmieri, Gianni
AU - Volpini, Emanuela
PY - 2001
DA - 2001/06/19
PB - American Chemical Society (ACS)
SP - 4759-4765
IS - 14
VL - 66
PMID - 11442400
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2001_Cimarelli,
author = {Cristina Cimarelli and Andrea Mazzanti and Gianni Palmieri and Emanuela Volpini},
title = {Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation},
journal = {Journal of Organic Chemistry},
year = {2001},
volume = {66},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jo0101205},
number = {14},
pages = {4759--4765},
doi = {10.1021/jo0101205}
}
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MLA
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Cimarelli, Cristina, et al. “Solvent-Free Asymmetric Aminoalkylation of Electron-Rich Aromatic Compounds: Stereoselective Synthesis of Aminoalkylnaphthols by Crystallization-Induced Asymmetric Transformation.” Journal of Organic Chemistry, vol. 66, no. 14, Jun. 2001, pp. 4759-4765. https://doi.org/10.1021/jo0101205.