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том 3 издание 9 страницы 11362-11367

Synthesis of 2-Azaadamantan-6-one: A Missing Isomer

Тип публикацииJournal Article
Дата публикации2018-09-18
scimago Q1
wos Q2
БС1
SJR0.773
CiteScore7.1
Impact factor4.3
ISSN24701343
General Chemistry
General Chemical Engineering
Краткое описание
2-Azaadamantan-6-one and its Boc and ethylene ketal derivatives were synthesized from 9-oxo endo-bicyclo[3.3.1]non-6-ene-3-carboxylic acid. Similarly, the Cbz, Boc, and ethylene ketal derivatives of 2-azaadamantan-4-one were synthesized from endo-bicyclo[3.3.1]non-6-ene-3-carboxylic acid. Key steps were Curtius rearrangements to form benzyl carbamates, followed by spontaneous intramolecular attack of the carbamate nitrogen on transient bromonium ion or epoxide intermediates to effect ring closure to azaadamantane intermediates. The reaction sequence leading to 2-azaadamantan-6-one is consistent with the formation of a transient tetracyclic keto aziridine intermediate.
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ГОСТ |
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Wu J. et al. Synthesis of 2-Azaadamantan-6-one: A Missing Isomer // ACS Omega. 2018. Vol. 3. No. 9. pp. 11362-11367.
ГОСТ со всеми авторами (до 50) Скопировать
Wu J., Leas D. A., Dong Y., Wang X., Ezell E. L., Stack D. E., Vennerstrom J. L. Synthesis of 2-Azaadamantan-6-one: A Missing Isomer // ACS Omega. 2018. Vol. 3. No. 9. pp. 11362-11367.
RIS |
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TY - JOUR
DO - 10.1021/acsomega.8b01819
UR - https://doi.org/10.1021/acsomega.8b01819
TI - Synthesis of 2-Azaadamantan-6-one: A Missing Isomer
T2 - ACS Omega
AU - Wu, Jianbo
AU - Leas, Derek A
AU - Dong, Yuxiang
AU - Wang, Xiaofang
AU - Ezell, Edward L.
AU - Stack, Douglas E
AU - Vennerstrom, Jonathan L.
PY - 2018
DA - 2018/09/18
PB - American Chemical Society (ACS)
SP - 11362-11367
IS - 9
VL - 3
PMID - 30288462
SN - 2470-1343
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{2018_Wu,
author = {Jianbo Wu and Derek A Leas and Yuxiang Dong and Xiaofang Wang and Edward L. Ezell and Douglas E Stack and Jonathan L. Vennerstrom},
title = {Synthesis of 2-Azaadamantan-6-one: A Missing Isomer},
journal = {ACS Omega},
year = {2018},
volume = {3},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acsomega.8b01819},
number = {9},
pages = {11362--11367},
doi = {10.1021/acsomega.8b01819}
}
MLA
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Wu, Jianbo, et al. “Synthesis of 2-Azaadamantan-6-one: A Missing Isomer.” ACS Omega, vol. 3, no. 9, Sep. 2018, pp. 11362-11367. https://doi.org/10.1021/acsomega.8b01819.