Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones
Publication type: Journal Article
Publication date: 2018-02-19
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
29372752
General Chemistry
Catalysis
Organic Chemistry
Abstract
An intramolecular catalytic dearomatization of phenols via gold carbene species proceeded to provide 2-azaspiro[4.5]decan-3-ones. The use of NHC ligand and water as a co-solvent was critical for achieving high reactivity. This reaction did not require hazardous diazo compounds as carbene sources and proceeded even under air. The obtained spirocyclic product could be readily transformed into a gabapentin derivative by hydrogenation and deprotection.
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GOST
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Ito M. et al. Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones // Chemistry - A European Journal. 2018. Vol. 24. No. 15. pp. 3721-3724.
GOST all authors (up to 50)
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Ito M., KAWASAKI R., Kanyiva K. S., Shibata T. Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones // Chemistry - A European Journal. 2018. Vol. 24. No. 15. pp. 3721-3724.
Cite this
RIS
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TY - JOUR
DO - 10.1002/chem.201800314
UR - https://doi.org/10.1002/chem.201800314
TI - Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones
T2 - Chemistry - A European Journal
AU - Ito, Mitsuo
AU - KAWASAKI, Ryosuke
AU - Kanyiva, Kyalo Stephen
AU - Shibata, Takanori
PY - 2018
DA - 2018/02/19
PB - Wiley
SP - 3721-3724
IS - 15
VL - 24
PMID - 29372752
SN - 0947-6539
SN - 1521-3765
ER -
Cite this
BibTex (up to 50 authors)
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@article{2018_Ito,
author = {Mitsuo Ito and Ryosuke KAWASAKI and Kyalo Stephen Kanyiva and Takanori Shibata},
title = {Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones},
journal = {Chemistry - A European Journal},
year = {2018},
volume = {24},
publisher = {Wiley},
month = {feb},
url = {https://doi.org/10.1002/chem.201800314},
number = {15},
pages = {3721--3724},
doi = {10.1002/chem.201800314}
}
Cite this
MLA
Copy
Ito, Mitsuo, et al. “Catalytic Dearomative Spirocyclization via Gold Carbene Species Derived from Ynamides: Efficient Synthesis of 2-Azaspiro[4.5]decan-3-ones.” Chemistry - A European Journal, vol. 24, no. 15, Feb. 2018, pp. 3721-3724. https://doi.org/10.1002/chem.201800314.