One-step synthesis of alpha-pyrones from acyl chlorides by the Stille reaction.
Palladium-catalyzed stereoselective annulation of a functional vinylstannane by acyl chlorides gives the corresponding alpha-pyran-2-ones in good yields. This annulation most probably proceeds through a Stille reaction/cyclization sequence.
Thibonnet
Jérôme
J
Laboratoire de Synthèse Organique, UMR-CNRS 6009, Boite D12, Faculté des Sciences de St Jérôme, 13397 Marseille Cedex 20, France.
Abarbri
Mohamed
M
Parrain
Jean-Luc
JL
Duchêne
Alain
A
D001565:Benzoates / Q000737:chemistry; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011753:Pyrones / Q000138:chemical synthesis*; D013237:Stereoisomerism; D017971:Tin Compounds / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D001565:Benzoates; D006843:Hydrocarbons, Chlorinated; D011753:Pyrones; D017971:Tin Compounds; D014753:Vinyl Compounds; C031525:stannane; D010165:Palladium; C013409:benzoyl chloride