Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center
Тип публикации: Journal Article
Дата публикации: 2014-01-16
SCImago Q3
WOS Q2
БС1
SJR: 0.394
CiteScore: 3.8
Impact factor: 2.3
ISSN: 21935807, 21935815
Organic Chemistry
Краткое описание
Enantioselective organocatalytic synthesis of tetrahydropyridines bearing a chiral tetrasubstituted carbon stereogenic center has been achieved. The spiro-type monoaryl phosphine catalyst, (R)-SITCP, was found to promote the formal [4+2] cycloaddition of saccharin-derived ketimines and α-methyl allenoate to afford the corresponding six-membered N-heterocycles in high yields and excellent regioselectivities with up to 93% ee.
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Takizawa S. et al. Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center // Asian Journal of Organic Chemistry. 2014. Vol. 3. No. 4. pp. 412-415.
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Takizawa S., Arteaga F. A., Yoshida Y., Suzuki M., Sasai H. Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center // Asian Journal of Organic Chemistry. 2014. Vol. 3. No. 4. pp. 412-415.
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TY - JOUR
DO - 10.1002/ajoc.201300244
UR - https://doi.org/10.1002/ajoc.201300244
TI - Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center
T2 - Asian Journal of Organic Chemistry
AU - Takizawa, Shinobu
AU - Arteaga, Fernando Arteaga
AU - Yoshida, Yasushi
AU - Suzuki, Michitaka
AU - Sasai, Hiroaki
PY - 2014
DA - 2014/01/16
PB - Wiley
SP - 412-415
IS - 4
VL - 3
SN - 2193-5807
SN - 2193-5815
ER -
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@article{2014_Takizawa,
author = {Shinobu Takizawa and Fernando Arteaga Arteaga and Yasushi Yoshida and Michitaka Suzuki and Hiroaki Sasai},
title = {Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center},
journal = {Asian Journal of Organic Chemistry},
year = {2014},
volume = {3},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002/ajoc.201300244},
number = {4},
pages = {412--415},
doi = {10.1002/ajoc.201300244}
}
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MLA
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Takizawa, Shinobu, et al. “Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center.” Asian Journal of Organic Chemistry, vol. 3, no. 4, Jan. 2014, pp. 412-415. https://doi.org/10.1002/ajoc.201300244.
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