Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization
Fangzhi Huang
1
,
Yue-Lei Chen
2
,
Hongjun Ming
1
,
Darong He
2
,
Shengmeng Si
2
,
Chao Xu
1
,
Yunge Yuan
1
,
Xiaoran Tian
2
,
Zhigang Hu
2
,
Shikuo Li
1
,
Hui Zhang
1
2
Nature Pharmaceutical (Anhui) Co., Ltd
Publication type: Journal Article
Publication date: 2024-05-06
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Abstract
Starting from inexpensive proline and epichlorohydrin, a pivotal stereocontrolled anionic cyclization reaction paves the way for a robust and adaptable methodology to produce stereoisomers of 7a-substituted pyrrolizidine derivatives. This process yields intriguing 7a-hydroxymethyl pyrrolizidine derivatives, among them valuable trans-(2-fluorohexahydro-1H-pyrrolizin-7a-yl)methanol, which is attainable through multiple steps.
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Huang F. et al. Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization // Synthesis. 2024. Vol. 56. No. 13. pp. 2059-2065.
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Huang F., Chen Y., Ming H., He D., Si S., Xu C., Yuan Y., Tian X., Hu Z., Li S., Zhang H. Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization // Synthesis. 2024. Vol. 56. No. 13. pp. 2059-2065.
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TY - JOUR
DO - 10.1055/s-0043-1774861
UR - http://www.thieme-connect.de/DOI/DOI?10.1055/s-0043-1774861
TI - Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization
T2 - Synthesis
AU - Huang, Fangzhi
AU - Chen, Yue-Lei
AU - Ming, Hongjun
AU - He, Darong
AU - Si, Shengmeng
AU - Xu, Chao
AU - Yuan, Yunge
AU - Tian, Xiaoran
AU - Hu, Zhigang
AU - Li, Shikuo
AU - Zhang, Hui
PY - 2024
DA - 2024/05/06
PB - Georg Thieme Verlag KG
SP - 2059-2065
IS - 13
VL - 56
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2024_Huang,
author = {Fangzhi Huang and Yue-Lei Chen and Hongjun Ming and Darong He and Shengmeng Si and Chao Xu and Yunge Yuan and Xiaoran Tian and Zhigang Hu and Shikuo Li and Hui Zhang},
title = {Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization},
journal = {Synthesis},
year = {2024},
volume = {56},
publisher = {Georg Thieme Verlag KG},
month = {may},
url = {http://www.thieme-connect.de/DOI/DOI?10.1055/s-0043-1774861},
number = {13},
pages = {2059--2065},
doi = {10.1055/s-0043-1774861}
}
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MLA
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Huang, Fangzhi, et al. “Syntheses of 7a-Substituted Pyrrolizidine Derivatives via Stereocontrolled Anionic Cyclization.” Synthesis, vol. 56, no. 13, May. 2024, pp. 2059-2065. http://www.thieme-connect.de/DOI/DOI?10.1055/s-0043-1774861.