Asymmetric Total Synthesis of (−)-Lemnalemnane C

The first asymmetric total synthesis of tricyclic sesquiterpenoid lemnalemnane C, which exhibits strong <i>in vivo</i> angiogenesis-promoting activity, has been accomplished. The key synthesis steps include the construction of two five-membered rings via pinacol coupling and the stereoselective introduction of an allyl group with double-bond isomerization.

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Publication Details

Journal
Organic Letters
Published
2025-07-04
DOI
https://doi.org/10.1021/acs.orglett.5c00649
Primary Topic
Chemical synthesis and alkaloids
Type
article
Field-Weighted Citation Impact
0.00
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article

Asymmetric Total Synthesis of (−)-Lemnalemnane C

Toyoharu Kobayashi, Hisanaka Ito, Yuichiro Kawamoto, Rina Sugitate
Organic Letters
Chemical synthesis and alkaloids
article

Asymmetric Total Synthesis of (−)-Lemnalemnane C

Toyoharu Kobayashi, Hisanaka Ito, Yuichiro Kawamoto, Rina Sugitate
article en

Abstract

The first asymmetric total synthesis of tricyclic sesquiterpenoid lemnalemnane C, which exhibits strong <i>in vivo</i> angiogenesis-promoting activity, has been accomplished. The key synthesis steps include the construction of two five-membered rings via pinacol coupling and the stereoselective introduction of an allyl group with double-bond isomerization.

Organic LettersVol. 27(28)
Tokyo University of Pharmacy and Life Sciences (JP)
Zero hunger
Openalex Percentile: Top 88%
Chemical synthesis and alkaloids
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