Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts
Publication type: Journal Article
Publication date: 2016-10-04
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
27700121
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The first strategy for bringing about highly enantioselective alkylative enolate kinetic resolutions using a simple phase-transfer protocol via SN2 chemistry has been developed. In the presence of a new squaramide-based quaternized cinchona alkaloid-derived catalyst and aqueous base, benzyl, allyl, and propargyl halides react with racemic substituted oxindoles to generate densely functionalized products with the two contiguous stereocenters, one of which is an all-carbon quaternary.
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22
Total citations:
22
Citations from 2025:
2
(9.09%)
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MLA
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GOST
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Sorrentino E., Connon S. J. Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts // Organic Letters. 2016. Vol. 18. No. 20. pp. 5204-5207.
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Sorrentino E., Connon S. J. Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts // Organic Letters. 2016. Vol. 18. No. 20. pp. 5204-5207.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.6b02398
UR - https://doi.org/10.1021/acs.orglett.6b02398
TI - Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts
T2 - Organic Letters
AU - Sorrentino, Emiliano
AU - Connon, Stephen J.
PY - 2016
DA - 2016/10/04
PB - American Chemical Society (ACS)
SP - 5204-5207
IS - 20
VL - 18
PMID - 27700121
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Sorrentino,
author = {Emiliano Sorrentino and Stephen J. Connon},
title = {Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts},
journal = {Organic Letters},
year = {2016},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.6b02398},
number = {20},
pages = {5204--5207},
doi = {10.1021/acs.orglett.6b02398}
}
Cite this
MLA
Copy
Sorrentino, Emiliano, and Stephen J. Connon. “Enantioselective Alkylative Kinetic Resolution of 2-Oxindole-Derived Enolates Promoted by Bifunctional Phase Transfer Catalysts.” Organic Letters, vol. 18, no. 20, Oct. 2016, pp. 5204-5207. https://doi.org/10.1021/acs.orglett.6b02398.