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Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
Publication type: Journal Article
Publication date: 2021-11-01
scimago Q1
wos Q1
SJR: 1.444
CiteScore: 14.6
Impact factor: 6.3
ISSN: 26665549
Abstract
A diphenyl prolinol TMS ether-catalyzed stereoselective reaction of 1-bromo-2-naphthols with enals has been developed. The organocatalyzed cross coupling-like reaction servers an efficient approach to sterically congested ( E )- α -naphthyl enals. The formal C(sp 2 )-C(sp 2 ) cross-coupling products are obtained in good yields and with excellent stereoselectivities in favor of E -isomers. A broad range of aromatic enals and 1-bromo-2-naphthols are tolerated. The synthetic strategy significantly expands the scope of the organocatalytic cross-coupling-like reactions by enabling sterically demanding 1-bromo-2-naphthols as viable substrates. A metal free organocatalyzed cross coupling-like reactions of simple enals with naphthol bromides is realized for the synthesis of synthetically challenging sterically hindered ( E )- α -naphthyl enals.
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Song X. et al. Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals // Green Synthesis and Catalysis. 2021. Vol. 2. No. 4. pp. 377-380.
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Song X., Song F., MENG X. W., Ji P., Wang W. J. Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals // Green Synthesis and Catalysis. 2021. Vol. 2. No. 4. pp. 377-380.
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TY - JOUR
DO - 10.1016/j.gresc.2021.08.001
UR - https://doi.org/10.1016/j.gresc.2021.08.001
TI - Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
T2 - Green Synthesis and Catalysis
AU - Song, Xixi
AU - Song, Fangchen
AU - MENG, Xiang Wei
AU - Ji, Peng
AU - Wang, W J
PY - 2021
DA - 2021/11/01
PB - Elsevier
SP - 377-380
IS - 4
VL - 2
SN - 2666-5549
ER -
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@article{2021_Song,
author = {Xixi Song and Fangchen Song and Xiang Wei MENG and Peng Ji and W J Wang},
title = {Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals},
journal = {Green Synthesis and Catalysis},
year = {2021},
volume = {2},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.gresc.2021.08.001},
number = {4},
pages = {377--380},
doi = {10.1016/j.gresc.2021.08.001}
}
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MLA
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Song, Xixi, et al. “Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals.” Green Synthesis and Catalysis, vol. 2, no. 4, Nov. 2021, pp. 377-380. https://doi.org/10.1016/j.gresc.2021.08.001.