Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives
Тип публикации: Journal Article
Дата публикации: 2011-01-07
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
21214254
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The asymmetric α-amination of 4-substituted pyrazolones with azodicarboxylates was investigated for the first time, employing an N,N'-dioxide gadolinium(III) complex as the catalyst. The novel transformations exhibited high yield, and 4-amino-5-pyrazolone derivatives bearing a chiral quaternary center were obtained in excellent yields (up to 99%) and enantioselectivities (90%-97% ee) for a broad scope of 5-pyrazolones by using 1 mol % or only 0.05 mol % of catalyst.
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ГОСТ
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Yang Z. et al. Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives // Organic Letters. 2011. Vol. 13. No. 4. pp. 596-599.
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Yang Z., Wang Z., Bai S., Liu X., Lin L., Feng X. Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives // Organic Letters. 2011. Vol. 13. No. 4. pp. 596-599.
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RIS
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TY - JOUR
DO - 10.1021/ol102804p
UR - https://doi.org/10.1021/ol102804p
TI - Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives
T2 - Organic Letters
AU - Yang, Zhigang
AU - Wang, Zhen
AU - Bai, Sha
AU - Liu, Xiaohua
AU - Lin, Li-Li
AU - Feng, Xiaoming
PY - 2011
DA - 2011/01/07
PB - American Chemical Society (ACS)
SP - 596-599
IS - 4
VL - 13
PMID - 21214254
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2011_Yang,
author = {Zhigang Yang and Zhen Wang and Sha Bai and Xiaohua Liu and Li-Li Lin and Xiaoming Feng},
title = {Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives},
journal = {Organic Letters},
year = {2011},
volume = {13},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/ol102804p},
number = {4},
pages = {596--599},
doi = {10.1021/ol102804p}
}
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MLA
Скопировать
Yang, Zhigang, et al. “Asymmetric α-Amination of 4-Substituted Pyrazolones Catalyzed by a Chiral Gd(OTf)3/N,N′-Dioxide Complex: Highly Enantioselective Synthesis of 4-Amino-5-pyrazolone Derivatives.” Organic Letters, vol. 13, no. 4, Jan. 2011, pp. 596-599. https://doi.org/10.1021/ol102804p.
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