On the conversion of dihydroartemisinic acid into artemisinin

Acton, Nancy; Roth, Ronald J.

doi:10.1021/jo00039a020

Cited by 103Sesquiterpenes and Asteraceae StudiesOrganic Chemistry Synthesis MethodsPhytochemical compounds biological activities

On the conversion of dihydroartemisinic acid into artemisinin

Acton, Nancy, Roth, Ronald J.·1992·The Journal of Organic Chemistry

DOI 10.1021/jo00039a020

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ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTOn the conversion of dihydroartemisinic acid into artemisininNancy Acton and Ronald J. RothCite this: J. Org. Chem. 1992, 57, 13, 3610–3614Publication Date (Print):June 1, 1992Publication History Published online1 May 2002Published inissue 1 June 1992https://pubs.acs.org/doi/10.1021/jo00039a020https://doi.org/10.1021/jo00039a020research-articleACS PublicationsRequest reuse permissionsArticle Views1340Altmetric-Citations88LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

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In vitro experiments have shown that 481 can undergo spontaneous conversion to a transient enol as proposed in step ii).
“These in vitro experiments have shown that 481 can indeed undergo sponataneous conversion to a transient enol as proposed in step ii) of Scheme 11 [204,238,243,302,303]”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [238]
The α-aldehydo hydroperoxide intermediate immediately cyclizes to the 1,2,4-trioxane ring of artemisinin in step iv).
“All carbons in the resultant α-aldehydo hydroperoxide [238] are now at the correct oxidation level and this intermediate immediately “zips up” to the 1,2,4-trioxane ring of artemisinin (495) in step iv).”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [238]

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Authors: Acton, N., & Roth, R. J.
Venue: The Journal of Organic Chemistry
Publisher: American Chemical Society (ACS)
Published: 1992-06
Volume: 57
Issue: 13
Pages: 3610-3614
ISSN: 0022-3263 (ISSN-L)
1520-6904
DOI: 10.1021/jo00039a020
OpenAlex: W2028040291
Cited by: 103
References: 0
Citations by year: 2025: 2 · 2024: 6 · 2023: 3 · 2022: 3 · 2021: 5 · 2020: 3 · 2019: 4 · 2018: 7 · 2017: 4 · 2016: 4 · 2015: 1 · 2014: 5 · 2013: 4 · 2012: 5
FWCI: 1.05
Type: journal article
Language: en
Open access: closed
Locations: The Journal of Organic Chemistry (publishedVersion)
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Sesquiterpenes and Asteraceae Studies
Physical Sciences › Chemistry › Organic Chemistry › Organic Chemistry Synthesis Methods
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical compounds biological activities
Keywords: dihydroartemisinic acid, artemisinin, total synthesis, sesquiterpene lactones, antimalarial compounds

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On the conversion of dihydroartemisinic acid into artemisinin

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