A Total Synthesis of (−)-Strychnine Using Photoredox Catalysis

A concise route toward (-)-strychnine is presented. Key steps include the photoredox-catalytic C2-cyanomethylation of Boc-l-Trp-OMe and a condensation-electrocyclization cascade linking two fragments convergently to obtain an advanced intermediate. A photochemical decarboxylation provided convenient access to strychnofluorine, which could be transformed through the Wieland-Gumlich aldehyde to strychnine. All building blocks can be traced back to renewable sources.

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Publication Details

Journal
JACS Au
Published
2026-02-23
DOI
https://doi.org/10.1021/jacsau.5c01709
Primary Topic
Plant-based Medicinal Research
Type
article
Field-Weighted Citation Impact
0.00
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article

A Total Synthesis of (−)-Strychnine Using Photoredox Catalysis

Leander Geske, Rainer Wiechert, Till Opatz, Jasmin Hammes et al.
JACS Au
Plant-based Medicinal Research
article

A Total Synthesis of (−)-Strychnine Using Photoredox Catalysis

Leander Geske, Rainer Wiechert, Till Opatz, Jasmin Hammes, Dogus Tuncer
article en

Abstract

A concise route toward (-)-strychnine is presented. Key steps include the photoredox-catalytic C2-cyanomethylation of Boc-l-Trp-OMe and a condensation-electrocyclization cascade linking two fragments convergently to obtain an advanced intermediate. A photochemical decarboxylation provided convenient access to strychnofluorine, which could be transformed through the Wieland-Gumlich aldehyde to strychnine. All building blocks can be traced back to renewable sources.

JACS AuVol. 6(3)
Johannes Gutenberg University Mainz (DE)
Affordable and clean energy
Openalex Percentile: Top 45%
Plant-based Medicinal Research
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