Pyranofuranones via Lewis Acid Mediated Hetero-Diels-Alder Reactions of 4-Furan-2(5H)-ones: A Convergent Route to the Manoalide Substructure
- 1 January 1996
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1996 (01) , 171-177
- https://doi.org/10.1055/s-1996-4158
Abstract
A variety of dienes and 4-formylfuran-2(5H)-ones enter into hetero-Diels-Alder reactions. The choice of Lewis acid is decisive and must be tuned to the reactivity of both diene and dienophile. Sensitive cycloadducts are prepared in the presence of Me3Al/AlCl3 and a straightforward route to pyranofuranones is described.Keywords
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