Synthesis of alpha,beta-unsaturated 4,5-disubstituted gamma-lactones via ring-closing metathesis catalyzed by the first-generation Grubbs' catalyst |
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Authors: | Bassetti Mauro D'Annibale Andrea Fanfoni Alessia Minissi Franco |
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Institution: | Istituto CNR di Metodologie Chimiche, Sezione Meccanismi di Reazione, Dipartimento di Chimica, Università degli Studi "La Sapienza", P.le Aldo Moro 5, 00185 Roma, Italy. mauro.bassetti@uniroma1.it |
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Abstract: | reaction: see text] 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. |
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