Total Synthesis of Liangshanone
Hong Xiu Huang
1
,
Fen Mi
1
,
Chunxin Li
1
,
Huan He
1
,
Feng-Peng Wang
1
,
Xiao-Yu Liu
1
,
Yong Qin
1
Publication type: Journal Article
Publication date: 2020-10-15
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
32902096
General Chemistry
Catalysis
Abstract
The first total synthesis of liangshanone, a hexacyclic ent-kaurane diterpenoid alkaloid, has been completed. Its intricate cagelike framework was assembled through several key transformations, including an oxidative dearomatization/Diels-Alder (OD/DA) cycloaddition sequence, a tandem alkene cleavage/Mannich cyclization, a Robinson-type annulation, and an intramolecular aldol reaction. Notably, an organocatalytic enantioselective α-hydroxymethylation process allowed the preparation of an enantiomerically enriched tricyclic intermediate that should enable asymmetric access to the target natural product.
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Metrics
23
Total citations:
23
Citations from 2024:
12
(52.17%)
Cite this
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MLA
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GOST
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Huang H. X. et al. Total Synthesis of Liangshanone // Angewandte Chemie - International Edition. 2020. Vol. 59. No. 52. pp. 23609-23614.
GOST all authors (up to 50)
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Huang H. X., Mi F., Li C., He H., Wang F., Liu X., Qin Y. Total Synthesis of Liangshanone // Angewandte Chemie - International Edition. 2020. Vol. 59. No. 52. pp. 23609-23614.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.202011923
UR - https://doi.org/10.1002/anie.202011923
TI - Total Synthesis of Liangshanone
T2 - Angewandte Chemie - International Edition
AU - Huang, Hong Xiu
AU - Mi, Fen
AU - Li, Chunxin
AU - He, Huan
AU - Wang, Feng-Peng
AU - Liu, Xiao-Yu
AU - Qin, Yong
PY - 2020
DA - 2020/10/15
PB - Wiley
SP - 23609-23614
IS - 52
VL - 59
PMID - 32902096
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2020_Huang,
author = {Hong Xiu Huang and Fen Mi and Chunxin Li and Huan He and Feng-Peng Wang and Xiao-Yu Liu and Yong Qin},
title = {Total Synthesis of Liangshanone},
journal = {Angewandte Chemie - International Edition},
year = {2020},
volume = {59},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/anie.202011923},
number = {52},
pages = {23609--23614},
doi = {10.1002/anie.202011923}
}
Cite this
MLA
Copy
Huang, Hong Xiu, et al. “Total Synthesis of Liangshanone.” Angewandte Chemie - International Edition, vol. 59, no. 52, Oct. 2020, pp. 23609-23614. https://doi.org/10.1002/anie.202011923.