87841-04-1Relevant articles and documents
[2+2] photocycloaddition of homochiral 2(5H)-furanones to alkenes. First step for an efficient and diastereoslective synthesis of (+)- and (-)-grandisol
Alibes,Bourdelande,Font,Gregori,Parella
, p. 1267 - 1278 (1996)
The [2+2] photocycloaddition of homochiral 5-alkyl-2(5H)-furanones to alkenes is studied in order to evaluate the influence of the sterogenic centre to induce facial diastereoselectivity. The major cycloadduct could be transformed, eventually, in (+)-gran
An efficient synthesis of brominated 4-alkyl-2(5H)-furanones
Iskander, George,Zhang, Ruonan,Chan, Daniel Shiu-Hin,Black, David StC,Alamgir, Mahiuddin,Kumar, Naresh
body text, p. 4613 - 4615 (2009/10/26)
A versatile method for the synthesis of novel brominated 4-alkyl-2(5H)-furanones under mild reaction conditions is described. This synthetic strategy requires only one chromatographic separation over six steps and employs the cyclodehydration of brominate
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
Duchene, Alain,Thibonnet, Jerome,Parrain, Jean-Luc,Anselmi, Elsa,Abarbri, Mohamed
, p. 597 - 607 (2007/12/25)
Regio- and stereoselective synthesis of γ-alkylidene-butenolides and γ-alkylidenephthalides has been achieved through the palladium-catalysed tandem cross-coupling/cyclisation reactions of tributylstannyl-3-iodopropenoate or the 2-iodo benzoate derivatives with tributyltinacetylene. Iododestannylation occurred with inversion of the configuration of the exocyclic double bond in the case of butenolides, but with retention of configuration for the phthalide. The selectivity observed in the Stille reaction was found to be dependent on the nature of the vinyl or the aryl halide. Georg Thieme Verlag Stuttgart.