Tetrahedron letters

Synthesis of 3-oxo-δ-lactones via hetero-Diels-Alder reactions

S Castellino, JJ Sims

Index: Castellino, Stephen; Sims, James J. Tetrahedron Letters, 1984 , vol. 25, # 22 p. 2307 - 2310

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Citation Number: 26

Abstract

Abstract The hetero-Diels-Alder reaction between aldehydes, 2, and bis-1, 1-dimethoxy-3- trimethyl-1-siloxy-1, 3-butadiene, 1, produces 2-methoxy-5, 6-dihydro-γ-pyrones, 4, which are subsequently hydrolyzed to afford substituted 3-oxo-δ-lactones, 5, in high yields, providing a new and efficient approach to these synthetically useful intermediates.