Synthesis of 3-oxo-δ-lactones via hetero-Diels-Alder reactions |
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Authors: | Stephen Castellino James J. Sims |
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Affiliation: | Departments of Chemistry and Plant Pathology, University of California, Riverside, CA 92521 USA |
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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. |
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