Chemistry of (glycidyloxy) propiolactones. An intramolecular transfer of alkoxy group in the alcoholysis and reduction reactions

…, R Klimek-Slezak, M Kowalczuk

文献索引：Jedlinski, Zbigniew; Klimek-Slezak, Robert; Kowalczuk, Marek Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2427 - 2429

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被引用次数: 1

摘要

An interesting intramolecular transfer of an acetal alkoxy group is observed in the alkaline alcoholysis and in reduction by LNH 4 of a-methyl-a-((l-tert-butoxy-2-methyl-2, 3- epoxypropyl) o~)-~-propiolac~ ne (3a). With either methanol or ethanol and NaOH at 30 OC, the (glycidy1oxy) propiolactone 3a cleaves to produce a-methylglycidaldehyde and either methyl or ethyl a-tert-butoxy-0-hydroxyisobutyrate. Reduction with LiAlH4 at 30 OC also ...