Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides
Publication type: Journal Article
Publication date: 1999-12-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The acyl endoperoxide arteannuin H, recently reported as a novel natural product from Artemtsia annua , has been obtained in two steps from the photooxidation of dihydroartemisinic acid, thereby confirming biogenetic speculation regarding its derivation from a secondary allylic hydroperoxide. The little studied 3,2-rearrangement reaction of such allylic hydroperoxides is also discussed. The acyl endoperoxide arteannuin H ( 4 ), recently reported as a novel natural product from Artemisia annua , has been obtained from photooxidation of dihydroartemisinic acid ( 2 ), yielding secondary allylic hydroperoxide ( 5 ). An alternative rearrangement reaction of such secondary allylic hydroperoxides, yielding for example primary allylic hydroperoxide 8 , is also discussed.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
|
|
|
Tetrahedron
5 publications, 27.78%
|
|
|
Phytochemistry
2 publications, 11.11%
|
|
|
Beilstein Journal of Organic Chemistry
1 publication, 5.56%
|
|
|
Journal of Chemical Research
1 publication, 5.56%
|
|
|
Molecules
1 publication, 5.56%
|
|
|
Journal of Flow Chemistry
1 publication, 5.56%
|
|
|
Natural Products and Bioprospecting
1 publication, 5.56%
|
|
|
Phytochemistry Letters
1 publication, 5.56%
|
|
|
Bioorganic and Medicinal Chemistry
1 publication, 5.56%
|
|
|
Carbohydrate Research
1 publication, 5.56%
|
|
|
Proceedings of the National Academy of Sciences of the United States of America
1 publication, 5.56%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 5.56%
|
|
|
Chemical Engineering Journal
1 publication, 5.56%
|
|
|
1
2
3
4
5
|
Publishers
|
2
4
6
8
10
12
|
|
|
Elsevier
11 publications, 61.11%
|
|
|
Beilstein-Institut
1 publication, 5.56%
|
|
|
SAGE
1 publication, 5.56%
|
|
|
MDPI
1 publication, 5.56%
|
|
|
Akademiai Kiado
1 publication, 5.56%
|
|
|
Springer Nature
1 publication, 5.56%
|
|
|
Proceedings of the National Academy of Sciences (PNAS)
1 publication, 5.56%
|
|
|
Royal Society of Chemistry (RSC)
1 publication, 5.56%
|
|
|
2
4
6
8
10
12
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
18
Total citations:
18
Citations from 2024:
2
(11.12%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Sy L., Ngo K. S., Brown G. D. Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides // Tetrahedron. 1999. Vol. 55. No. 52. pp. 15127-15140.
GOST all authors (up to 50)
Copy
Sy L., Ngo K. S., Brown G. D. Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides // Tetrahedron. 1999. Vol. 55. No. 52. pp. 15127-15140.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/S0040-4020(99)00987-4
UR - https://doi.org/10.1016/S0040-4020(99)00987-4
TI - Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides
T2 - Tetrahedron
AU - Sy, Lai-King
AU - Ngo, Koon Sin
AU - Brown, Geoffrey D
PY - 1999
DA - 1999/12/01
PB - Elsevier
SP - 15127-15140
IS - 52
VL - 55
SN - 0040-4020
SN - 1464-5416
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1999_Sy,
author = {Lai-King Sy and Koon Sin Ngo and Geoffrey D Brown},
title = {Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides},
journal = {Tetrahedron},
year = {1999},
volume = {55},
publisher = {Elsevier},
month = {dec},
url = {https://doi.org/10.1016/S0040-4020(99)00987-4},
number = {52},
pages = {15127--15140},
doi = {10.1016/S0040-4020(99)00987-4}
}
Cite this
MLA
Copy
Sy, Lai-King, et al. “Biomimetic synthesis of arteannuin h and the 3,2-rearrangement of allylic hydroperoxides.” Tetrahedron, vol. 55, no. 52, Dec. 1999, pp. 15127-15140. https://doi.org/10.1016/S0040-4020(99)00987-4.