Treatment of some O-benzyl-protected aldopyranoses and aldofuranoses with sodium 2-propoxide or K2CO3 brought about their equilibration and the loss of the elements of benzyl alcohol, with concomitant formation of a Z aldehyde. The latter rearranged rapidly in solution to the corresponding E lactol.
ACTION OF ALKALI ON O-BENZYLATED ALDOSES - A SIMPLE RATIONALIZATION OF SOME REACTIONS OCCURRING IN ALKALINE MEDIA / M. ANASTASIA, P. ALLEVI, P. CIUFFREDA, A. FIECCHI, A. SCALA. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 56:9(1991), pp. 3054-3058.
ACTION OF ALKALI ON O-BENZYLATED ALDOSES - A SIMPLE RATIONALIZATION OF SOME REACTIONS OCCURRING IN ALKALINE MEDIA
M. ANASTASIAPrimo
;P. ALLEVISecondo
;P. CIUFFREDA;
1991
Abstract
Treatment of some O-benzyl-protected aldopyranoses and aldofuranoses with sodium 2-propoxide or K2CO3 brought about their equilibration and the loss of the elements of benzyl alcohol, with concomitant formation of a Z aldehyde. The latter rearranged rapidly in solution to the corresponding E lactol.
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