First total synthesis of Ternatusine A from D-allal

Ternatusine A has been synthesised in a highly diastereoselective manner starting from a readily available D-allal. It is a novel approach for the Ternatusine A, which is a natural product isolated from the rοοts οf <i>Ranunculus ternatus</i>. An intramolecular 1,3-dipoar cycloaddition of azomethine ylide generated <i>in situ</i> from C2-formyl-D-allal and ethyl <i>N</i>-benzyl glycinate, is a key step to construct the pyrrole core structure of the Ternatusine A. The carboxylic acid directed transition metal-catalysed C-H functionalization of pyrrole at C3 position is another notable feature of this process.

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Publication Details

Journal
Natural Product Research
Published
2026-03-13
DOI
https://doi.org/10.1080/14786419.2026.2640603
Primary Topic
Bioactive natural compounds
Type
article
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article

First total synthesis of Ternatusine A from D-allal

B. V. Subba Reddy, V. Veerabhadra Reddy, Allam Vinaykumar
Natural Product Research
Bioactive natural compounds
article

First total synthesis of Ternatusine A from D-allal

B. V. Subba Reddy, V. Veerabhadra Reddy, Allam Vinaykumar
article en

Abstract

Ternatusine A has been synthesised in a highly diastereoselective manner starting from a readily available D-allal. It is a novel approach for the Ternatusine A, which is a natural product isolated from the rοοts οf <i>Ranunculus ternatus</i>. An intramolecular 1,3-dipoar cycloaddition of azomethine ylide generated <i>in situ</i> from C2-formyl-D-allal and ethyl <i>N</i>-benzyl glycinate, is a key step to construct the pyrrole core structure of the Ternatusine A. The carboxylic acid directed transition metal-catalysed C-H functionalization of pyrrole at C3 position is another notable feature of this process.

Natural Product Research
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 23%
Bioactive natural compounds
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First total synthesis of Ternatusine A from D-allal — B. V. Subba Reddy, V. Veerabhadra Reddy, et al. · Natural Product Research (2026) | TGRS Research Map | TGRS