Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin
Publication type: Journal Article
Publication date: 2023-10-20
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
37862696
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
(−)-Chamaecydin and (−)-isochamaecydin, two uncommon C30 terpenoids comprising abietane-type diterpenes and thujane-type monoterpenes, were achieved from β-pinene with (−)-sabinene in 18 and 20 steps, respectively. Key steps include a Claisen–Ireland rearrangement to establish the all-carbon quaternary center, a Rh catalyzed C–H bond insertion reaction to install a spiro-five-membered ring and a Lewis acid promoted cyclization of polyenes to construct the two six-membered rings.
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Total citations:
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Citations from 2025:
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Zhang X. et al. Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin // Organic Letters. 2023. Vol. 25. No. 43. pp. 7769-7774.
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Zhang X., Tan X., Duan S., Chi Z., Liu S., Xie Z. Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin // Organic Letters. 2023. Vol. 25. No. 43. pp. 7769-7774.
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TY - JOUR
DO - 10.1021/acs.orglett.3c02483
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c02483
TI - Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin
T2 - Organic Letters
AU - Zhang, Xing
AU - Tan, Xiangchuang
AU - Duan, Shengfu
AU - Chi, Zhiyong
AU - Liu, Shaocong
AU - Xie, Zhixiang
PY - 2023
DA - 2023/10/20
PB - American Chemical Society (ACS)
SP - 7769-7774
IS - 43
VL - 25
PMID - 37862696
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2023_Zhang,
author = {Xing Zhang and Xiangchuang Tan and Shengfu Duan and Zhiyong Chi and Shaocong Liu and Zhixiang Xie},
title = {Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin},
journal = {Organic Letters},
year = {2023},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c02483},
number = {43},
pages = {7769--7774},
doi = {10.1021/acs.orglett.3c02483}
}
Cite this
MLA
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Zhang, Xing, et al. “Total Syntheses of Uncommon C30 Terpenoids: Chamaecydin and Isochamaecydin.” Organic Letters, vol. 25, no. 43, Oct. 2023, pp. 7769-7774. https://pubs.acs.org/doi/10.1021/acs.orglett.3c02483.