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ID 64143
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Takamura, Hiroyoshi Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
Sugitani, Yuki Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Morishita, Ryohei Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University
Kadota, Isao Department of Chemistry, Graduate School of Natural Science and Technology, Okayama University Kaken ID publons researchmap
Abstract
The first total synthesis of scabrolide F, a norcembranolide isolated from the soft coral Sinularia scabra, is described. Hydroxycarboxylic acid, which is the key synthetic intermediate, was synthesized in a convergent manner by fragment coupling. The obtained hydroxycarboxylic acid was subjected to macrolactonization and subsequent transannular ring-closing metathesis (RCM) to furnish scabrolide F. The synthetic protocol can be extended to the total synthesis of other norcembranolides.
Note
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [https://doi.org/10.1021/acs.orglett.2c03263].
This full-text file will be available in Oct. 2023.
Published Date
2022-10-20
Publication Title
Organic Letters
Volume
volume24
Issue
issue42
Publisher
American Chemical Society (ACS)
Start Page
7845
End Page
7849
ISSN
1523-7060
NCID
AA11347843
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
Copyright Holders
© 2022 American Chemical Society
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DOI
Web of Science KeyUT
Related Url
isVersionOf https://doi.org/10.1021/acs.orglett.2c03263
Funder Name
Japan Society for the Promotion of Science
助成番号
JP21H01938