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Synthesis of 4,5-dihydrofuran derivatives. Stereochemical study of the reactions of 1,3-alkadienes with. beta. -dicarbonyl compounds

Journal Article · · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)
DOI:https://doi.org/10.1007/BF00506658· OSTI ID:6084896
4,5-Dihydrofuran derivatives were obtained by the reaction of cis- and trans-1,3-alkadienes with carbonyl compounds in the presence of the manganese(III) acetate/copper(II) acetate oxidizing system. It was observed that in the case of cis-1,3-alkadienes, in contrast to trans-1,3-alkadienes, inversion of the cis double bond, the degree of which depends on the structures of the unsaturated and carbonyl components of the reaction, occurs. It was shown that the reaction of cis-1,3-dodecadiene with diethyl malonate leads to the corresponding 1,4-addition product.
Research Organization:
Institute of Organic Chemistry, Yerevan, USSR
OSTI ID:
6084896
Journal Information:
Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 21:3; ISSN CHCCA
Country of Publication:
United States
Language:
English