Organic Letters, volume 24, issue 16, pages 3064-3068
Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes
Publication type: Journal Article
Publication date: 2022-04-14
Journal:
Organic Letters
Q1
Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
We have developed an efficient and mild enantioselective palladium-catalyzed (5+3) cycloaddition of vinylcyclopropanes and oxidopyrylium ylides generated in situ from benzopyranones, in the presence of a chiral PHOX ligand. These reactions afford various highly functionalized bridged oxa-[3.3.1]carbocycles with three stereogenic centers that are challenging to synthesize, in moderate to good yields and enantioselectivities.
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Gao Y. et al. Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes // Organic Letters. 2022. Vol. 24. No. 16. pp. 3064-3068.
GOST all authors (up to 50)
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Gao Y., Mao Y., Miao Z. Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes // Organic Letters. 2022. Vol. 24. No. 16. pp. 3064-3068.
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TY - JOUR
DO - 10.1021/acs.orglett.2c01037
UR - https://doi.org/10.1021/acs.orglett.2c01037
TI - Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes
T2 - Organic Letters
AU - Gao, Yanfeng
AU - Mao, Yuanhao
AU - Miao, Zhiwei
PY - 2022
DA - 2022/04/14
PB - American Chemical Society (ACS)
SP - 3064-3068
IS - 16
VL - 24
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2022_Gao,
author = {Yanfeng Gao and Yuanhao Mao and Zhiwei Miao},
title = {Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.2c01037},
number = {16},
pages = {3064--3068},
doi = {10.1021/acs.orglett.2c01037}
}
Cite this
MLA
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Gao, Yanfeng, et al. “Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes.” Organic Letters, vol. 24, no. 16, Apr. 2022, pp. 3064-3068. https://doi.org/10.1021/acs.orglett.2c01037.