Synthesis and Intramolecular Regioselective Cyclization of 2-Cyano-3,10-dioxo-1,10-seco-1,25-dinorlupan-28-yl Benzoate

The paper describes the synthesis of a new 1,10-seco-triterpenoid with a 2-cyano-3,10-diketone fragment and its further regioselective cyclization under acidic and basic conditions with the formation of 2S-cyanopyran-3-one derivative or A-pentacyclic alkene β-ketonitrile, respectively.

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Publication Details

Journal
Molbank
Published
2025-04-07
DOI
https://doi.org/10.3390/m1990
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis and Intramolecular Regioselective Cyclization of 2-Cyano-3,10-dioxo-1,10-seco-1,25-dinorlupan-28-yl Benzoate

И. А. Толмачева, Victoria V. Grishko, М. А. Назаров
Molbank
Carbohydrate Chemistry and Synthesis
article

Synthesis and Intramolecular Regioselective Cyclization of 2-Cyano-3,10-dioxo-1,10-seco-1,25-dinorlupan-28-yl Benzoate

И. А. Толмачева, Victoria V. Grishko, М. А. Назаров
article en

Abstract

The paper describes the synthesis of a new 1,10-seco-triterpenoid with a 2-cyano-3,10-diketone fragment and its further regioselective cyclization under acidic and basic conditions with the formation of 2S-cyanopyran-3-one derivative or A-pentacyclic alkene β-ketonitrile, respectively.

MolbankVol. 2025(2)
Institute of Technical Chemistry (RU)
Ural Branch, Russian Academy of Sciences, Ministry of Science and Higher Education of the Russian Federation
Openalex Percentile: Top 94%
Carbohydrate Chemistry and Synthesis
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