Collective TotalSynthesis of Aculeatin A, B, D, E,and F

A collective convergent approach for the enantioselective total synthesis of aculeatins A, B, D, E, and F is presented, featuring [3 + 2]-cycloaddition, iron-mediated reductive N–O bond cleavage, and cascade spirocyclization. Moreover, this short six-step strategy is supplemented in synthesizing unnatural analogs of aculeatins such as 6-<i>epi</i>-aculeatin D, 6-<i>epi</i>-aculeatin E, and 6-<i>epi</i>-aculeatin F.

Publication Details

Journal
Figshare
Published
2025-02-06
DOI
https://doi.org/10.1021/acs.joc.4c03024.s001
Primary Topic
Traditional and Medicinal Uses of Annonaceae
Type
article
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article

Collective TotalSynthesis of Aculeatin A, B, D, E,and F

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Traditional and Medicinal Uses of Annonaceae
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Collective TotalSynthesis of Aculeatin A, B, D, E,and F

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Abstract

A collective convergent approach for the enantioselective total synthesis of aculeatins A, B, D, E, and F is presented, featuring [3 + 2]-cycloaddition, iron-mediated reductive N–O bond cleavage, and cascade spirocyclization. Moreover, this short six-step strategy is supplemented in synthesizing unnatural analogs of aculeatins such as 6-<i>epi</i>-aculeatin D, 6-<i>epi</i>-aculeatin E, and 6-<i>epi</i>-aculeatin F.

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Traditional and Medicinal Uses of Annonaceae
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Collective TotalSynthesis of Aculeatin A, B, D, E,and F · Figshare (2025) | TGRS Research Map | TGRS