Concise total synthesis of (±)-pileamartines A and B
Wei Xu
1, 2
,
Taimin Wang
1
,
Xin Zhou
1
,
Lijing Fang
2
,
Chen Zhang
1
,
Hongbin Zhai
1, 3
,
Bin Cheng
1
Publication type: Journal Article
Publication date: 2022-11-08
scimago Q1
wos Q1
SJR: 1.068
CiteScore: 8.2
Impact factor: 4.7
ISSN: 20524110, 20524129
Organic Chemistry
Abstract
A concise total synthesis of (±)-pileamartines A and B, a pair of alkaloids sharing an unprecedented tetracyclic skeleton, was achieved in 9 and 8 linear steps, respectively. The key steps include an NHC-catalyzed tandem aza-benzoin/Michael reaction to rapidly establish the polyhydroindenopyrrole core, a diastereoselective reductive allylation of pyrrolidone, and an RCM to construct the piperidine ring.
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GOST
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Xu W. et al. Concise total synthesis of (±)-pileamartines A and B // Organic Chemistry Frontiers. 2022. Vol. 9. No. 24. pp. 6968-6972.
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Xu W., Wang T., Zhou X., Fang L., Zhang C., Zhai H., Cheng B. Concise total synthesis of (±)-pileamartines A and B // Organic Chemistry Frontiers. 2022. Vol. 9. No. 24. pp. 6968-6972.
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RIS
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TY - JOUR
DO - 10.1039/d2qo01400a
UR - https://xlink.rsc.org/?DOI=D2QO01400A
TI - Concise total synthesis of (±)-pileamartines A and B
T2 - Organic Chemistry Frontiers
AU - Xu, Wei
AU - Wang, Taimin
AU - Zhou, Xin
AU - Fang, Lijing
AU - Zhang, Chen
AU - Zhai, Hongbin
AU - Cheng, Bin
PY - 2022
DA - 2022/11/08
PB - Royal Society of Chemistry (RSC)
SP - 6968-6972
IS - 24
VL - 9
SN - 2052-4110
SN - 2052-4129
ER -
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BibTex (up to 50 authors)
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@article{2022_Xu,
author = {Wei Xu and Taimin Wang and Xin Zhou and Lijing Fang and Chen Zhang and Hongbin Zhai and Bin Cheng},
title = {Concise total synthesis of (±)-pileamartines A and B},
journal = {Organic Chemistry Frontiers},
year = {2022},
volume = {9},
publisher = {Royal Society of Chemistry (RSC)},
month = {nov},
url = {https://xlink.rsc.org/?DOI=D2QO01400A},
number = {24},
pages = {6968--6972},
doi = {10.1039/d2qo01400a}
}
Cite this
MLA
Copy
Xu, Wei, et al. “Concise total synthesis of (±)-pileamartines A and B.” Organic Chemistry Frontiers, vol. 9, no. 24, Nov. 2022, pp. 6968-6972. https://xlink.rsc.org/?DOI=D2QO01400A.