Synthesis of Chiral Dispiro‐indolinone‐pyrrolidine‐rhodanines Using (R)/(S)‐1‐(2,4‐dimethoxyphenyl)ethylamine

Abstract The use of (R) or (S)‐1‐(2,4‐dimethoxyphenyl)ethylamines as starting compounds makes it possible to obtain the individual enantiomers of dispiro‐indolinone‐pyrrolidine‐rhodanines with a yield of up to 53% based on a three‐step synthesis through the formation of 5‐arylidenrhodanines with a chiral substituent at N(3) atom, their subsequent 1,3‐dipolar cycloaddition with azomethine ylide generated in situ from isatin and sarcosine and chromatographic separation of the resulting diastereomers.

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Publication Details

Journal
ChemistrySelect
Published
2025-06-27
DOI
https://doi.org/10.1002/slct.202503393
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Chiral Dispiro‐indolinone‐pyrrolidine‐rhodanines Using (R)/(S)‐1‐(2,4‐dimethoxyphenyl)ethylamine

Elena Kimovna Beloglazkina, Anton D. Degtiarev, Alexander A. Barashkin, Yuri K. Grishin et al.
ChemistrySelect
Asymmetric Synthesis and Catalysis
article

Synthesis of Chiral Dispiro‐indolinone‐pyrrolidine‐rhodanines Using (R)/(S)‐1‐(2,4‐dimethoxyphenyl)ethylamine

Elena Kimovna Beloglazkina, Anton D. Degtiarev, Alexander A. Barashkin, Yuri K. Grishin, В. А. Тафеенко, Elena A. Tarasenko, Vitaly A. Roznyatovsky
article en

Abstract

Abstract The use of (R) or (S)‐1‐(2,4‐dimethoxyphenyl)ethylamines as starting compounds makes it possible to obtain the individual enantiomers of dispiro‐indolinone‐pyrrolidine‐rhodanines with a yield of up to 53% based on a three‐step synthesis through the formation of 5‐arylidenrhodanines with a chiral substituent at N(3) atom, their subsequent 1,3‐dipolar cycloaddition with azomethine ylide generated in situ from isatin and sarcosine and chromatographic separation of the resulting diastereomers.

ChemistrySelectVol. 10(25)
Lomonosov Moscow State University (RU)
Lomonosov Moscow State University
Openalex Percentile: Top 89%
Asymmetric Synthesis and Catalysis
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