4-Methyl-5-alkyl-2(5H)-furanones have been prepared by ruthenium-catalyzed ring-closing metathesis of the suitable methallyl acrylates. Despite the electron deficiency of the conjugated double bond and of the gem-disubstitution of the allylic alkene moiety in the starting acrylates, the first-generation Grubbs' catalyst I proved to be an effective promoter for the ring closure, affording the expected butenolides in good to high yields.
Synthesis of α,β-unsaturated 4,5-disubstituted γ-lactones via ring-closing metathesis catalyzed by the first-generation Grubbs' catalyst / D'Annibale, Andrea; Bassetti, M.; Fanfoni, A.; Minissi, F.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 7:(2005), pp. 1805-1808. [10.1021/ol0504087]
Synthesis of α,β-unsaturated 4,5-disubstituted γ-lactones via ring-closing metathesis catalyzed by the first-generation Grubbs' catalyst
D'ANNIBALE, Andrea;
2005
Abstract
4-Methyl-5-alkyl-2(5H)-furanones have been prepared by ruthenium-catalyzed ring-closing metathesis of the suitable methallyl acrylates. Despite the electron deficiency of the conjugated double bond and of the gem-disubstitution of the allylic alkene moiety in the starting acrylates, the first-generation Grubbs' catalyst I proved to be an effective promoter for the ring closure, affording the expected butenolides in good to high yields.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
