2007

Furan derivativesR 0060 Regioselective Synthesis of (E)-5-(Tributylstannylmethylidene)-5H-furan-2-ones

and (E)-3-(Tributylstannylmethylidene)-3H-isobenzofuran-1-ones: Easy Access to γ-Alkylidenebutenolide and Phthalide Skeletons. — The palladium-catalyzed tandem cross-coupling/cyclization reaction of the tributylstannyl iodopropenoates (I) with the tributyltinacetylenes (II) gives the title compounds (III). They undergo a series of palladium-catalyzed cross-coupling reactions leading to compounds such as the alkylidene butenolide (XIVc) with fixed configuration of the double bonds. — (DUCHENE, A.; THIBONNET, J.; PARRAIN, J.-L.; ANSELMI, E.; ABARBRI*, M.; Synthesis 2007, 4, 597-607; Lab. Synth. Physicochim. Org. Therap., Fac. Sci. De Tours, F-37200 Tours, Fr.; Eng.) — Kieslich

25- 096

2007