Synthesis of Selaginpulvilin D by [2 + 2 + 2] Cyclotrimerization─A Second-Generation Approach

We report a second-generation synthesis of selaginpulvilin D that addresses key limitations of our earlier route. An efficient early-stage [2 + 2 + 2] cyclotrimerization now provides high-yield access to the molecule's fluorene core. Previously, this step was low-yielding and relied on a difficult-to-prepare aryldiyne intermediate. By introducing the arylalkyne moiety after the cyclotrimerization, the new strategy removes these issues and delivers a more practical, efficient, and modular pathway to selaginpulvilin D.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-01-14
DOI
https://doi.org/10.1021/acs.joc.5c02709
Primary Topic
Phytochemical compounds biological activities
Type
article
Field-Weighted Citation Impact
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article

Synthesis of Selaginpulvilin D by [2 + 2 + 2] Cyclotrimerization─A Second-Generation Approach

Sundaravelu Nallappan
The Journal of Organic Chemistry
Phytochemical compounds biological activities
article

Synthesis of Selaginpulvilin D by [2 + 2 + 2] Cyclotrimerization─A Second-Generation Approach

Sundaravelu Nallappan
article en

Abstract

We report a second-generation synthesis of selaginpulvilin D that addresses key limitations of our earlier route. An efficient early-stage [2 + 2 + 2] cyclotrimerization now provides high-yield access to the molecule's fluorene core. Previously, this step was low-yielding and relied on a difficult-to-prepare aryldiyne intermediate. By introducing the arylalkyne moiety after the cyclotrimerization, the new strategy removes these issues and delivers a more practical, efficient, and modular pathway to selaginpulvilin D.

The Journal of Organic ChemistryVol. 91(4)
Charles University (CZ)
Openalex Percentile: Top 88%
Phytochemical compounds biological activities
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