One-Step Synthesis of α-Pyrones from Acyl Chlorides by the Stille Reaction

One-Step Synthesis of α-Pyrones from Acyl Chlorides by the Stille Reaction

Palladium-catalyzed stereoselective annulation of a functional vinylstannane by acyl chlorides gives the corresponding α-pyran-2-ones in good yields. This annulation most probably proceeds through a Stille reaction/cyclization sequence.

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Veröffentlicht in:Journal of organic chemistry 2002-05, Vol.67 (11), p.3941-3944
Hauptverfasser: Thibonnet, Jérôme, Abarbri, Mohamed, Parrain, Jean-Luc, Duchêne, Alain
Format: Artikel
Sprache:eng
Schlagworte:
Benzoates - chemistry
Catalysis
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Hydrocarbons, Chlorinated - chemistry
Organic chemistry
Palladium - chemistry
Preparations and properties
Pyrones - chemical synthesis
Stereoisomerism
Tin Compounds - chemistry
Vinyl Compounds - chemistry
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Beschreibung
Zusammenfassung:Palladium-catalyzed stereoselective annulation of a functional vinylstannane by acyl chlorides gives the corresponding α-pyran-2-ones in good yields. This annulation most probably proceeds through a Stille reaction/cyclization sequence.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo025518v