Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane
Publication type: Journal Article
Publication date: 2017-05-01
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
28459591
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An asymmetric transfer hydrogenation of 2,3-disubstituted quinoxalines using a chiral frustrated Lewis pair of Piers' borane and (R)-tert-butylsulfinamide as the catalyst with ammonia borane as the hydrogen source has been successfully realized. For 2-alkyl-3-arylquinoxaline substrates, cis-tetrahydroquinoxalines were obtained as the predominant products in high yields with 77-86% ee. In contrast, trans isomers were often furnished as major products for the reactions of 2,3-dialkylquinoxalines with up to >99% ee.
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85
Total citations:
85
Citations from 2024:
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(10.59%)
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GOST
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Li S. et al. Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane // Organic Letters. 2017. Vol. 19. No. 10. pp. 2604-2606.
GOST all authors (up to 50)
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Li S., Meng W., Du H. Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane // Organic Letters. 2017. Vol. 19. No. 10. pp. 2604-2606.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.7b00935
UR - https://doi.org/10.1021/acs.orglett.7b00935
TI - Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane
T2 - Organic Letters
AU - Li, Songlei
AU - Meng, Wei
AU - Du, Haifeng
PY - 2017
DA - 2017/05/01
PB - American Chemical Society (ACS)
SP - 2604-2606
IS - 10
VL - 19
PMID - 28459591
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2017_Li,
author = {Songlei Li and Wei Meng and Haifeng Du},
title = {Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane},
journal = {Organic Letters},
year = {2017},
volume = {19},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.orglett.7b00935},
number = {10},
pages = {2604--2606},
doi = {10.1021/acs.orglett.7b00935}
}
Cite this
MLA
Copy
Li, Songlei, et al. “Asymmetric Transfer Hydrogenations of 2,3-Disubstituted Quinoxalines with Ammonia Borane.” Organic Letters, vol. 19, no. 10, May. 2017, pp. 2604-2606. https://doi.org/10.1021/acs.orglett.7b00935.