том 58 издание 10 страницы 2856-2861

Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives

Тип публикацииJournal Article
Дата публикации1993-05-01
scimago Q2
wos Q1
БС1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Краткое описание
A new intramolecular Lewis acid catalyzed hetero-Diels-Alder reaction of N-arylimines 5 with nonactivated olefins tethered to the 2-azadiene system was developed in order to prepare 1,2,3,4,-4a,9,9a,l0-octahydroacridined erivatives 6. Both reactivity and cis/ trans selectivity of 6 were mainly dependent on the substitution pattern in the 3-position of the cyclization precursor 5. The type of Lewis acid plays only a minor role in determination of the cis/trans ratio. The synthetic utility of this new cyclization was increased by performing it as a one-pot reaction. Both absolute configuration and preferred conformation were assigned by detailed NMR studies.
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ГОСТ |
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Laschat S., Lauterwein J. Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives // Journal of Organic Chemistry. 1993. Vol. 58. No. 10. pp. 2856-2861.
ГОСТ со всеми авторами (до 50) Скопировать
Laschat S., Lauterwein J. Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives // Journal of Organic Chemistry. 1993. Vol. 58. No. 10. pp. 2856-2861.
RIS |
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TY - JOUR
DO - 10.1021/jo00062a033
UR - https://doi.org/10.1021/jo00062a033
TI - Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives
T2 - Journal of Organic Chemistry
AU - Laschat, Sabine
AU - Lauterwein, Juergen
PY - 1993
DA - 1993/05/01
PB - American Chemical Society (ACS)
SP - 2856-2861
IS - 10
VL - 58
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{1993_Laschat,
author = {Sabine Laschat and Juergen Lauterwein},
title = {Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives},
journal = {Journal of Organic Chemistry},
year = {1993},
volume = {58},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jo00062a033},
number = {10},
pages = {2856--2861},
doi = {10.1021/jo00062a033}
}
MLA
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Laschat, Sabine, and Juergen Lauterwein. “Intramolecular hetero-Diels-Alder reaction of N-arylimines. Applications to the synthesis of octahydroacridine derivatives.” Journal of Organic Chemistry, vol. 58, no. 10, May. 1993, pp. 2856-2861. https://doi.org/10.1021/jo00062a033.