Tetrahedron

Novel synthesis of 4-halo-3-hydroxy-2-pyrone: One pot rearrangement–cyclization reaction by magnesium halide

…, AT Gubaidullin, VA Mamedov, IA Litvinov, S Tsuboi

文献索引：Komiyama, Takuzo; Takaguchi, Yutaka; Gubaidullin, Aider T.; Mamedov, Vakhid A.; Litvinov, Igor A.; Tsuboi, Sadao Tetrahedron, 2005 , vol. 61, # 9 p. 2541 - 2547

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被引用次数: 19

摘要

Treatment of acetonide protected 4, 5-dihydroxy-2-chloroglycidic ester or its rearrangement product, the acetonide protected 4, 5-dihydroxy-3-chloro-2-oxo ester, with magnesium halides gave 4-halo-3-hydroxy-2-pyrone in excellent to reasonable yields in one pot. The mechanism of this novel one pot rearrangement–cyclization reaction is also proposed.