Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates
Тип публикации: Journal Article
Дата публикации: 2018-09-24
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
30246538
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
P-Chiral [2.2.1] bicyclic phosphines (HypPhos catalysts) have been applied to reactions between α-alkylallenoates and imines, producing guvacine derivatives. These HypPhos catalysts were assembled from trans-4-hydroxyproline, with the modular nature of the synthesis allowing variations of the exocyclic P and N substituents. Among them, exo-( p-anisyl)-HypPhos was most efficacious for [4 + 2] annulations between ethyl α-methylallenoate and imines. Through this method, ( R)-aplexone was identified as being responsible for the decrease in the cellular levels of cholesterol.
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ГОСТ
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Xu Q. et al. Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates // Organic Letters. 2018. Vol. 20. No. 19. pp. 6089-6093.
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Xu Q., Dupper N. J., Smaligo A. J., Fan Y. C., Cai L., Wang Z., Langenbacher A., Chen J., Kwon O. Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates // Organic Letters. 2018. Vol. 20. No. 19. pp. 6089-6093.
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TY - JOUR
DO - 10.1021/acs.orglett.8b02489
UR - https://doi.org/10.1021/acs.orglett.8b02489
TI - Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates
T2 - Organic Letters
AU - Xu, Qihai
AU - Dupper, Nathan J
AU - Smaligo, Andrew J
AU - Fan, Yi Chiao
AU - Cai, Lingchao
AU - Wang, Zhiming
AU - Langenbacher, Adam
AU - Chen, Jau-Nian
AU - Kwon, Ohyun
PY - 2018
DA - 2018/09/24
PB - American Chemical Society (ACS)
SP - 6089-6093
IS - 19
VL - 20
PMID - 30246538
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2018_Xu,
author = {Qihai Xu and Nathan J Dupper and Andrew J Smaligo and Yi Chiao Fan and Lingchao Cai and Zhiming Wang and Adam Langenbacher and Jau-Nian Chen and Ohyun Kwon},
title = {Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.8b02489},
number = {19},
pages = {6089--6093},
doi = {10.1021/acs.orglett.8b02489}
}
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MLA
Скопировать
Xu, Qihai, et al. “Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with α-Methylallenoates.” Organic Letters, vol. 20, no. 19, Sep. 2018, pp. 6089-6093. https://doi.org/10.1021/acs.orglett.8b02489.
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