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Report | Regular issue | Vol 19, No. 12, 1982, pp.2327-2329
Published online, 1st January, 1970
DOI: 10.3987/R-1982-12-2327
Regioselective Functionalisation of the Δα,β-Butenolide Ring via Group IV-B Organometallics

Mariella Fiorenza, Alfredo Ricci, M. Novella Romanelli, Maurizio Taddei, Pasquale Dembech, and Giancarlo Seconi

*CNR, Centro di Studio Sulla Chimica e la Struttura dei Composti Eterociclici e lolo Applicazioni, c/o Dipartimento di Chimica Organica “Ugo Schiff”, Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy

Abstract

The Δα,β-butenolide ring reacts with amino- and thiosilanes to give 4-substituted γ-butyrolactone and siloxyfuran. The latter undergoes regiospecific functionalisation at the 5 position with benzaldehyde under F- catalysis.