- THE PALLADIUM -TRIBUTYL FORMATE REAGENT IN THE STEREOSELECTIVE HYDROGENATION, AND STEREO- AND REGIOSELECTIVE HYDROARYLATION OF ALKYL 4-HYDROXY-2-ALKYNOATES: A ROUTE TO SUBSTITUTED BUTENOLIDES
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The reaction of aryl iodides with alkyl 4-hydroxy-2-alkynoates in the presence of formic acid, tri-n-butylamine and a palladium(II) catalyst provides a convenient route to functionalized substituted butenolides through a one pot hydroarylation/cyclization reaction.In the presence of formic acid, tri-n-butylamine and a palladium(II) catalyst, alkyl 4-hydroxy-2-alkynoates undergo a one pot hydrogenation/cyclization reaction to the butenolide ring.By increasing the excess of formic acid, direct formation of saturated γ-lactones can be observed.Reaction occur with high stereoselectivity and, in the case of the hydroarylation, with goog regioselectivity.
- Arcadi, A.,Bernocchi, E.,Burini, A.,Cacchi, S.,Marinelli, F.,Pietroni, B.
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p. 481 - 490
(2007/10/02)
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