Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives
Publication type: Journal Article
Publication date: 2013-08-09
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
The first catalytic asymmetric 1,3-dipolar cycloadditions of alkynes with isatin-derived azomethine ylides have been established in the presence of chiral phosphoric acid, affording synthetically and pharmaceutically important spiro[indoline-3,2′-pyrroles] with quaternary stereogenic centers in high yields and excellent enantioselectivities (up to 99% yield, >99% ee). This protocol not only represents the first enantioselective 1,3-dipolar cycloadditions of alkynes with ketone-derived azomethine ylides, but also provides the first example of an enantioselective construction of spiro-oxindole-based 2,5-dihydropyrrole scaffold.
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Total citations:
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Citations from 2025:
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(4.65%)
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GOST
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Shi F. et al. Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives // Advanced Synthesis and Catalysis. 2013. Vol. 355. No. 11-12. pp. 2447-2458.
GOST all authors (up to 50)
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Shi F., Zhu R., Xia L., Tu S. Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives // Advanced Synthesis and Catalysis. 2013. Vol. 355. No. 11-12. pp. 2447-2458.
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TY - JOUR
DO - 10.1002/adsc.201300366
UR - https://doi.org/10.1002/adsc.201300366
TI - Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives
T2 - Advanced Synthesis and Catalysis
AU - Shi, Feng
AU - Zhu, Ren-Yi
AU - Xia, Liang
AU - Tu, Shu-Jiang
PY - 2013
DA - 2013/08/09
PB - Wiley
SP - 2447-2458
IS - 11-12
VL - 355
SN - 1615-4150
SN - 1615-4169
ER -
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BibTex (up to 50 authors)
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@article{2013_Shi,
author = {Feng Shi and Ren-Yi Zhu and Liang Xia and Shu-Jiang Tu},
title = {Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives},
journal = {Advanced Synthesis and Catalysis},
year = {2013},
volume = {355},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/adsc.201300366},
number = {11-12},
pages = {2447--2458},
doi = {10.1002/adsc.201300366}
}
Cite this
MLA
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Shi, Feng, et al. “Catalytic Asymmetric 1,3-Dipolar Cycloadditions of Alkynes with Isatin-Derived Azomethine Ylides: Enantioselective Synthesis of Spiro[indoline-3,2′-pyrrole] Derivatives.” Advanced Synthesis and Catalysis, vol. 355, no. 11-12, Aug. 2013, pp. 2447-2458. https://doi.org/10.1002/adsc.201300366.