Recent advances in the application of the isoxazoline route to aldols in the synthesis of natural products DOI
Pavel Yu. Ushakov, Alexey Yu. Sukhorukov

Natural Product Reports, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Covering: 2000 to 2024The cycloaddition of nitrile oxides with olefins (NOC), followed by reductive cleavage the resulting isoxazolines, has been widely recognised as a convenient and powerful synthetic strategy for constructing aldol motif in natural product synthesis. Different modes NOC (intermolecular, fused bridged intramolecular) enable synthesis diverse isoxazoline products, which can be converted into highly substituted cyclic acyclic frameworks. This review examines advances this field over past 25 years. More than 50 total syntheses are discussed, encompassing various classes compounds, including macrolides, alkaloids, terpenoids, steroids, pseudosugars, sulfolipids some others. Moreover, basic aspects methodology outlined, methods generation ring cleavage, well stereochemical models intramolecular oxide cycloaddition.

Language: Английский

Recent advances in the application of the isoxazoline route to aldols in the synthesis of natural products DOI
Pavel Yu. Ushakov, Alexey Yu. Sukhorukov

Natural Product Reports, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Covering: 2000 to 2024The cycloaddition of nitrile oxides with olefins (NOC), followed by reductive cleavage the resulting isoxazolines, has been widely recognised as a convenient and powerful synthetic strategy for constructing aldol motif in natural product synthesis. Different modes NOC (intermolecular, fused bridged intramolecular) enable synthesis diverse isoxazoline products, which can be converted into highly substituted cyclic acyclic frameworks. This review examines advances this field over past 25 years. More than 50 total syntheses are discussed, encompassing various classes compounds, including macrolides, alkaloids, terpenoids, steroids, pseudosugars, sulfolipids some others. Moreover, basic aspects methodology outlined, methods generation ring cleavage, well stereochemical models intramolecular oxide cycloaddition.

Language: Английский

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