A Copper(I)-Catalyzed Addition/Annulation Sequence for the Two‑Component Synthesis of γ‑Ylidenebutenolides

A Copper(I)-Catalyzed Addition/Annulation Sequence for the Two‑Component Synthesis of γ‑Ylidenebutenolides

A highly efficient Cu­(I)-catalyzed addition/annulation sequence has been developed for the synthesis of (Z)-ylidenebutenolides employing readily available α-ketoacids and alkynes as substrates. The reactions employ a simple commercially available Cu­(I)-catalyst, display good substrate scope, and d...

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Veröffentlicht in:Organic letters 2017-09, Vol.19 (17), p.4556-4559
Hauptverfasser: Seo, Sangwon, Willis, Michael C
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description A highly efficient Cu­(I)-catalyzed addition/annulation sequence has been developed for the synthesis of (Z)-ylidenebutenolides employing readily available α-ketoacids and alkynes as substrates. The reactions employ a simple commercially available Cu­(I)-catalyst, display good substrate scope, and deliver products with high stereoselectivity. The synthetic utility of the method is demonstrated by the straightforward derivatization of the ylidene­butenolides into a diverse range of heterocycles, and also by the preparation of the natural product bovolide, and analogs thereof.
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title A Copper(I)-Catalyzed Addition/Annulation Sequence for the Two‑Component Synthesis of γ‑Ylidenebutenolides
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