Asymmetric Addition of Allomaltol to Chalcones and Bis(arylidene)acetones: En Route to Chiral Drugs Full article
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Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150 |
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| Output data | Year: 2025, Volume: 367, Number: 1, Article number : e202400817, Pages count : DOI: 10.1002/adsc.202400817 | ||
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Abstract:
The synthesis of enantiomerically enriched γ-oxobutyric acid and succinic acid derivatives based on asymmetric conjugate addition of allomaltol to chalcones or bis(arylidene)acetones in the presence of readily available and recoverable C2-symmetric tertiary amine-squaramide organocatalyst has been developed. Ru(III)-catalyzed oxidative transformation of pyran-4-ones bearing the α,β-enone unit to enantiomerically enriched succinic acid derivatives via a one-pot oxidative fragmentation of both the γ-pyrone ring and activated C=C bond has been elaborated. The developed methodology was applied for scalable asymmetric synthesis of GABAB receptor agonists precursors, RAR receptor agonists and monoaminooxidase (MAO) inhibitors.
Cite:
Kovalevsky R.A.
, Kucherenko A.S.
, Zlotin S.G.
Asymmetric Addition of Allomaltol to Chalcones and Bis(arylidene)acetones: En Route to Chiral Drugs
Advanced Synthesis & Catalysis. 2025. V.367. N1. e202400817 . DOI: 10.1002/adsc.202400817 WOS OpenAlex
Asymmetric Addition of Allomaltol to Chalcones and Bis(arylidene)acetones: En Route to Chiral Drugs
Advanced Synthesis & Catalysis. 2025. V.367. N1. e202400817 . DOI: 10.1002/adsc.202400817 WOS OpenAlex
Identifiers:
| Web of science: | WOS:001337155500001 |
| OpenAlex: | W4402286850 |
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