Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5234633 | Tetrahedron | 2005 | 7 Pages |
Abstract
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.
Treatment of acetonide protected 4,5-dihydroxy-2-chloroglycidic ester 1 with magnesium halides gave 4-halo-3-hydroxy-2-pyrone 2 in excellent to reasonable yields in one pot. The mechanism of this novel rearrangement-cyclization reaction is also proposed.Figure optionsDownload full-size imageDownload as PowerPoint slide
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