Asymmetric Total Synthesis of Daucane-Type Sesquiterpenoids (+)-Ferutinin and (+)-Kuhistanicaol G

Given the poor outcomes associated with current pancreatic cancer therapies, the "antiausterity" activity of ferutinin and kuhistanicaol G is particularly encouraging. The asymmetric syntheses of (+)-ferutinin and (+)-kuhistanicaol G are achieved through a sequence involving tandem radical addition/allylation, chelation-controlled nucleophilic addition, and Chugaev elimination. This synthetic strategy enables the efficient construction of appropriately functionalized 5,7-fused daucane skeletons. Our work paves the way for the development of new pancreatic cancer therapeutics and provides access to chemical probes for elucidating mechanisms of action.

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Publication Details

Journal
Organic Letters
Published
2025-09-13
DOI
https://doi.org/10.1021/acs.orglett.5c03283
Primary Topic
Phytochemistry and Biological Activities
Type
article
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article

Asymmetric Total Synthesis of Daucane-Type Sesquiterpenoids (+)-Ferutinin and (+)-Kuhistanicaol G

Jiyong Hong, E.‐C. WANG, Jinjae Park, Iljin Shin et al.
Organic Letters
Phytochemistry and Biological Activities
article

Asymmetric Total Synthesis of Daucane-Type Sesquiterpenoids (+)-Ferutinin and (+)-Kuhistanicaol G

Jiyong Hong, E.‐C. WANG, Jinjae Park, Iljin Shin, Hyoungsu Kim, Yiquan Zhao
article en

Abstract

Given the poor outcomes associated with current pancreatic cancer therapies, the "antiausterity" activity of ferutinin and kuhistanicaol G is particularly encouraging. The asymmetric syntheses of (+)-ferutinin and (+)-kuhistanicaol G are achieved through a sequence involving tandem radical addition/allylation, chelation-controlled nucleophilic addition, and Chugaev elimination. This synthetic strategy enables the efficient construction of appropriately functionalized 5,7-fused daucane skeletons. Our work paves the way for the development of new pancreatic cancer therapeutics and provides access to chemical probes for elucidating mechanisms of action.

Organic LettersVol. 27(38)
Duke University (US), Ajou University (KR)
Openalex Percentile: Top 82%
Phytochemistry and Biological Activities
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