Collective Total Synthesis 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.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-02-05
DOI
https://doi.org/10.1021/acs.joc.4c03024
Citations
1
Primary Topic
Chemical synthesis and alkaloids
Type
article
Field-Weighted Citation Impact
0.94

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article

Collective Total Synthesis of Aculeatin A, B, D, E, and F

Parthasarathi Subramanian, Manoj Kumar
1 citations
The Journal of Organic Chemistry
Chemical synthesis and alkaloids
0.94
article

Collective Total Synthesis of Aculeatin A, B, D, E, and F

Parthasarathi Subramanian, Manoj Kumar
article en
1 citations

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.

The Journal of Organic ChemistryVol. 90(6)
Indian Institute of Technology Kanpur (IN)
Ministry of Education, India, Science and Engineering Research Board
Openalex Percentile: Top 29%
Chemical synthesis and alkaloids
0.94
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