Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles
Jianwen Jin
1
,
Yichao Zhao
1
,
Ella Min Ling Sze
2
,
Prasath Kothandaraman
2
,
Philip C. H. Chan
1, 3
Publication type: Journal Article
Publication date: 2018-11-28
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
An enantioselective synthetic method for the preparation of 1,8-dihydroindeno[2,1-b]pyrroles that relies on the chiral Brønsted acid- and gold(I)-catalyzed dehydrative Nazarov-type electrocyclization (DNE)/hydroamination of electron-rich β-amino-1,4-enyols is described. Achieved in product yields up to 99% and enantiomeric excess (ee) values up to 99%, the asymmetric reaction provides access to a novel class of compounds containing both the privileged 1H-indene and pyrrole scaffold, which may lead to novel pharmacological applications.
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Total citations:
25
Citations from 2024:
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(28%)
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GOST
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Jin J. et al. Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles // Advanced Synthesis and Catalysis. 2018. Vol. 360. No. 24. pp. 4744-4753.
GOST all authors (up to 50)
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Jin J., Zhao Y., Sze E. M. L., Kothandaraman P., Chan P. C. H. Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles // Advanced Synthesis and Catalysis. 2018. Vol. 360. No. 24. pp. 4744-4753.
Cite this
RIS
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TY - JOUR
DO - 10.1002/adsc.201801178
UR - https://doi.org/10.1002/adsc.201801178
TI - Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles
T2 - Advanced Synthesis and Catalysis
AU - Jin, Jianwen
AU - Zhao, Yichao
AU - Sze, Ella Min Ling
AU - Kothandaraman, Prasath
AU - Chan, Philip C. H.
PY - 2018
DA - 2018/11/28
PB - Wiley
SP - 4744-4753
IS - 24
VL - 360
SN - 1615-4150
SN - 1615-4169
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Jin,
author = {Jianwen Jin and Yichao Zhao and Ella Min Ling Sze and Prasath Kothandaraman and Philip C. H. Chan},
title = {Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles},
journal = {Advanced Synthesis and Catalysis},
year = {2018},
volume = {360},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/adsc.201801178},
number = {24},
pages = {4744--4753},
doi = {10.1002/adsc.201801178}
}
Cite this
MLA
Copy
Jin, Jianwen, et al. “Chiral Brønsted Acid and Gold Catalyzed Enantioselective Synthesis of 1,8‐Dihydroindeno[2,1‐ b ]pyrroles.” Advanced Synthesis and Catalysis, vol. 360, no. 24, Nov. 2018, pp. 4744-4753. https://doi.org/10.1002/adsc.201801178.