One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers.
Тип публикации: Journal Article
Дата публикации: 2014-12-18
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
25521011
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
P,C-stereogenic 1,3-bisphosphinylpropanes 3 that have up to five stereogenic centers could be obtained stereoselectively in high yields by a one-step reaction of (RP)-menthylphenylphosphine oxide 1 with α,β-unsaturated aldehydes 2 catalyzed by KOH at room temperature. A mechanism was proposed as to involve a stereoselective intermolecular 1,3'-phosphorus migration from the 1,2-adduct of 1 with 2 to another 2 generating a 1,4-adduct that subsequently reacts with 1 to produce 3.
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ГОСТ
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Zhang H. et al. One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers. // Organic Letters. 2014. Vol. 17. No. 1. pp. 142-145.
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Zhang H., Sun Y., Zhao Y., Zhou Z. Y., Wang J., Xin N., Nie S. Z., Zhao C., Han L. One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers. // Organic Letters. 2014. Vol. 17. No. 1. pp. 142-145.
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TY - JOUR
DO - 10.1021/ol503371r
UR - https://doi.org/10.1021/ol503371r
TI - One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers.
T2 - Organic Letters
AU - Zhang, He
AU - Sun, Yong-Ming
AU - Zhao, Yalei
AU - Zhou, Zhong Yang
AU - Wang, Ji-Ping
AU - Xin, Nana
AU - Nie, Shao Zhen
AU - Zhao, Changqiu
AU - Han, Libiao
PY - 2014
DA - 2014/12/18
PB - American Chemical Society (ACS)
SP - 142-145
IS - 1
VL - 17
PMID - 25521011
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2014_Zhang,
author = {He Zhang and Yong-Ming Sun and Yalei Zhao and Zhong Yang Zhou and Ji-Ping Wang and Nana Xin and Shao Zhen Nie and Changqiu Zhao and Libiao Han},
title = {One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers.},
journal = {Organic Letters},
year = {2014},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ol503371r},
number = {1},
pages = {142--145},
doi = {10.1021/ol503371r}
}
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MLA
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Zhang, He, et al. “One-pot process that efficiently generates single stereoisomers of 1,3-bisphosphinylpropanes having five chiral centers..” Organic Letters, vol. 17, no. 1, Dec. 2014, pp. 142-145. https://doi.org/10.1021/ol503371r.