Intramolecular Hetero-Diels-Alder Reaction of 3-Benzylidene-1,2-dicarbonyl Compounds
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (08) , 700-703
- https://doi.org/10.1055/s-1987-28049
Abstract
The intramolecular hetero-Diels-Alder reaction of benzylidene 2-oxocarboxylic acid esters 7 is described, and the diastereoselectivity of the reaction determined. Condensation of the aldehyde 1 with 2-oxocarboxylic acids 5a, b followed by esterification gives 7a, b which cyclize in refluxing xylene to 8a, b and 9a, b in better than 95% yield.Keywords
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