Annulative coupling of α-substituted acrylic acids and sulfoxonium ylides: easy access to bioactive γ-butyrolactones

We present a straightforward, catalyst- and additive-free method for synthesizing keto γ-butyrolactones using readily available β-keto sulfoxonium ylides and acrylic acids. This robust approach demonstrates exceptional compatibility with various functional groups on β-keto sulfoxonium ylides and α-s...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-08, Vol.6 (67), p.8872-8875
Hauptverfasser: Kumar, Naveen, Pandey, Satyendra Kumar
Format: Artikel
Sprache:eng
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Zusammenfassung:We present a straightforward, catalyst- and additive-free method for synthesizing keto γ-butyrolactones using readily available β-keto sulfoxonium ylides and acrylic acids. This robust approach demonstrates exceptional compatibility with various functional groups on β-keto sulfoxonium ylides and α-substituted acrylic acids, resulting in good to high yields of the anticipated products. Moreover, the practicality of this approach was validated through large-scale reactions and the successful conversion of some synthesized derivatives into bioactive natural products, including L-factor, muricatacin, and cytosporanone A. An efficient, straightforward, catalyst- and additive-free synthetic approach for easily accessing keto γ-butyrolactones using readily available β-keto sulfoxonium ylides and acrylic acids has been described.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc03187c