Synthesis and transformations of 5,5-disubstituted 3-alkenyloxolan-2-ones

T. V. Kochikyan; M. A. Samvelyan; A. S. Galstyan; V. M. Muzalevskii; V. G. Nenaidenko

doi:10.1134/S1070428016050110

Synthesis and transformations of 5,5-disubstituted 3-alkenyloxolan-2-ones

Authors: Kochikyan T.V.¹, Samvelyan M.A.¹, Galstyan A.S.¹, Muzalevskii V.M.², Nenaidenko V.G.²
Affiliations:
1. Yerevan State University
2. Lomonosov Moscow State University
Issue: Vol 52, No 5 (2016)
Pages: 682-688
Section: Article
URL: https://journals.rcsi.science/1070-4280/article/view/214303
DOI: https://doi.org/10.1134/S1070428016050110
ID: 214303

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Abstract

By alkylation of 4,4-disubstituted 2-(ethoxycarbonyl)butanolides new 4,4-disubstituted 2-alkenyl-2-(ethoxycarbonyl)butanolides were synthesized, which at alkaline hydrolysis formed 4,4-disubstituted 2-alkenylbutanolides. By oxidation of the latter with hydrogen peroxide and formic acid diololactones were obtained that in conditions of pinacol-pinacolone rearrangement and oxidation with lead tetraacetate afforded formyl- and epoxybutanolides of new structure.