Synthesis of heterospirans containing a γ-lactone ring

Reactions of α-ketols with diethyl malonate at the molar ratio 2:1 in the presence of K 2 CO 3 were investigated. The heterospiranes obtained contained a dihydrofuran and a γ-lactone rings. The optimum conditions for the synthesis of heterospiranes were found by varying the ratio of the initial comp...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2008-07, Vol.44 (7), p.1077-1081
Main Authors: Avetisyan, A. A., Tokmadzhyan, G. G., Piridzhanyan, R. A.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Reactions of α-ketols with diethyl malonate at the molar ratio 2:1 in the presence of K 2 CO 3 were investigated. The heterospiranes obtained contained a dihydrofuran and a γ-lactone rings. The optimum conditions for the synthesis of heterospiranes were found by varying the ratio of the initial compounds: α-ketoalcohol (or 2-ethoxycarbonyl-, 2-methoxycarbonyl-, 2-cyano-3,4,4-trimethyl-2-buten-4-olides), diethyl malonate, K 2 CO 3 , by varying the environment, and also the temperature and the time of the reaction.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428008070221