ArticleNature communications2019
A unified strategy toward total syntheses of lindenane sesquiterpenoid [4 + 2] dimers.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Discovery and bioinspired total syntheses of unprecedented sesquiterpenoid dimers unveiled bifurcating [4 + 2] cycloaddition and target differentiation of enantiomers.Chemical science · 2024Article
- Chlorahololide D, a Lindenane-Type Sesquiterpenoid Dimer fromMolecules (Basel, Switzerland) · 2023Article
- Biomimetic Approaches to the Synthesis of Natural Disesquiterpenoids: An Update.Plants (Basel, Switzerland) · 2021Review
- Resistance to Some But Not Other Dimeric Lindenane Sesquiterpenoid Esters Is Mediated by Mutations in aACS infectious diseases · 2020Article
- Total synthesis of crotophorbolone.Chemical science · 2020Article
- Atypical Lindenane-Type Sesquiterpenes fromMolecules (Basel, Switzerland) · 2020Article
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Authors and funding
7 authors.
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Abstract
The dimeric lindenane sesquiterpenoids are mainly isolated from the plants of Chloranthaceae family. Structurally, they have a crowded molecular scaffold decorated with more than 11 stereogenic centers. Here we report divergent syntheses of eight dimeric lindenane sesquiterpenoids, shizukaols A, C, D, I, chlorajaponilide C, multistalide B, sarcandrolide J and sarglabolide I. In particular, we present a unified dimerization strategy utilizing a base-mediated thermal [4 + 2] cycloaddition between a common furyl diene, generated in situ, and various types of dienophiles. Accordingly, all the three types of lindenane [4 + 2] dimers with versatile biological activities are accessible, which would stimulate future probing of their pharmaceutical potential.
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