Enantioselective Organocatalytic Construction of Spirochroman Derivatives
Publication type: Journal Article
Publication date: 2020-07-16
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
32672459
Organic Chemistry
Abstract
Highly enantioselective organocatalytic construction of spirochromans containing a tetrasubstituted stereocenter was developed. Intramolecular oxy-Michael addition was catalyzed with a bifunctional cinchona alkaloid thiourea catalyst. A variety of spirochroman compounds containing a tetrasubstituted stereocenter were obtained with excellent enantioselectivities of up to 99% enantiomeric excess. The reaction was applied to the asymmetric formal synthesis of (-)-(R)-cordiachromene.
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Metrics
9
Total citations:
9
Citations from 2025:
1
(11.11%)
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GOST
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Yoshida K. et al. Enantioselective Organocatalytic Construction of Spirochroman Derivatives // Journal of Organic Chemistry. 2020. Vol. 85. No. 15. pp. 10189-10197.
GOST all authors (up to 50)
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Yoshida K., Inoue H., Oji Y., Suzuki H., Takao K. Enantioselective Organocatalytic Construction of Spirochroman Derivatives // Journal of Organic Chemistry. 2020. Vol. 85. No. 15. pp. 10189-10197.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.0c00589
UR - https://doi.org/10.1021/acs.joc.0c00589
TI - Enantioselective Organocatalytic Construction of Spirochroman Derivatives
T2 - Journal of Organic Chemistry
AU - Yoshida, Keisuke
AU - Inoue, Hiroki
AU - Oji, Yurika
AU - Suzuki, Hina
AU - Takao, Ken
PY - 2020
DA - 2020/07/16
PB - American Chemical Society (ACS)
SP - 10189-10197
IS - 15
VL - 85
PMID - 32672459
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2020_Yoshida,
author = {Keisuke Yoshida and Hiroki Inoue and Yurika Oji and Hina Suzuki and Ken Takao},
title = {Enantioselective Organocatalytic Construction of Spirochroman Derivatives},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.joc.0c00589},
number = {15},
pages = {10189--10197},
doi = {10.1021/acs.joc.0c00589}
}
Cite this
MLA
Copy
Yoshida, Keisuke, et al. “Enantioselective Organocatalytic Construction of Spirochroman Derivatives.” Journal of Organic Chemistry, vol. 85, no. 15, Jul. 2020, pp. 10189-10197. https://doi.org/10.1021/acs.joc.0c00589.