Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides
Тип публикации: Journal Article
Дата публикации: 2017-06-05
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
28581760
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A novel strategy for the asymmetric construction of functionalized 4-aryl-3,4-dihydrocoumarins and 4-aryl-3,4-dihydroquinolin-2-ones via an intramolecular vinylogous Rauhut-Currier reaction of para-quinone methides (p-QMs) under the bifunctional catalysis of chiral amine-phosphine is described. This intramolecular mode for the catalytic enantioselective 1,6-conjugate addition of p-QMs has been explored for the first time, delivering two types of synthetically important heterocycles in high yields and enantioselectivites.
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Zhang X. Z. et al. Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides // Organic Letters. 2017. Vol. 19. No. 12. pp. 3207-3210.
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Zhang X. Z., Gan K. J., Liu X., Deng Yu. H., Wang F. X., Yu K. Y., Zhang J., Fan C. Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides // Organic Letters. 2017. Vol. 19. No. 12. pp. 3207-3210.
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TY - JOUR
DO - 10.1021/acs.orglett.7b01331
UR - https://doi.org/10.1021/acs.orglett.7b01331
TI - Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides
T2 - Organic Letters
AU - Zhang, Xiang Zhi
AU - Gan, Kang Ji
AU - Liu, Xiao-Xue
AU - Deng, Yu Hua
AU - Wang, Fang Xin
AU - Yu, Ke Yin
AU - Zhang, Jing
AU - Fan, Chun-An
PY - 2017
DA - 2017/06/05
PB - American Chemical Society (ACS)
SP - 3207-3210
IS - 12
VL - 19
PMID - 28581760
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2017_Zhang,
author = {Xiang Zhi Zhang and Kang Ji Gan and Xiao-Xue Liu and Yu Hua Deng and Fang Xin Wang and Ke Yin Yu and Jing Zhang and Chun-An Fan},
title = {Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides},
journal = {Organic Letters},
year = {2017},
volume = {19},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.orglett.7b01331},
number = {12},
pages = {3207--3210},
doi = {10.1021/acs.orglett.7b01331}
}
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MLA
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Zhang, Xiang Zhi, et al. “Enantioselective Synthesis of Functionalized 4-Aryl Hydrocoumarins and 4-Aryl Hydroquinolin-2-ones via Intramolecular Vinylogous Rauhut–Currier Reaction of para-Quinone Methides.” Organic Letters, vol. 19, no. 12, Jun. 2017, pp. 3207-3210. https://doi.org/10.1021/acs.orglett.7b01331.
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