Asymmetric Total Synthesisof Janthinoid A

The asymmetric total synthesis of janthinoid A has been accomplished for the first time in 14 steps without using a protecting group. The <i>trans</i>-decalin subunit and the rigid oxabicyclo[3.2.1]octane motif were constructed via an epoxide-initiated cationic π-cyclization reaction and a Fe(ClO<sub>4</sub>)<sub>3</sub>-mediated oxidative cascade cyclization reaction, respectively.

Publication Details

Journal
Figshare
Published
2025-02-03
DOI
https://doi.org/10.1021/jacs.4c17480.s001
Primary Topic
Plant-derived Lignans Synthesis and Bioactivity
Type
article
Field-Weighted Citation Impact
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Asymmetric Total Synthesisof Janthinoid A

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Plant-derived Lignans Synthesis and Bioactivity
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Asymmetric Total Synthesisof Janthinoid A

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Abstract

The asymmetric total synthesis of janthinoid A has been accomplished for the first time in 14 steps without using a protecting group. The <i>trans</i>-decalin subunit and the rigid oxabicyclo[3.2.1]octane motif were constructed via an epoxide-initiated cationic π-cyclization reaction and a Fe(ClO<sub>4</sub>)<sub>3</sub>-mediated oxidative cascade cyclization reaction, respectively.

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Openalex Percentile: Top 62%
Plant-derived Lignans Synthesis and Bioactivity
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Asymmetric Total Synthesisof Janthinoid A · Figshare (2025) | TGRS Research Map | TGRS