Synthesis and intramolecular transesterifications of pivaloylated methyl alpha-D-galactopyranosides (CROSBI ID 101748)
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Petrović, Vesna ; Tomić, Srđanka ; Matanović, Maja
engleski
Synthesis and intramolecular transesterifications of pivaloylated methyl alpha-D-galactopyranosides
Selective pivaloylatios of methyl alpha-D-galactopyranoside have been studioed under various reaction conditions. Partially pivalylated products were submitted to additional acetylations. The structures were established by 1H and 13C NMR spectroscopies. Both, 2, 6- and 3, 6-dipivalates underwent intramolecular cyclization in neutral conditions (phosphate buffered saline, pH 7.2) to give a stable 2, 3-orthoacid with parallel 6-4 migration of pivaloyl group.
methyl alpha-D-galactopyranosides; acylated; Pivalates; intramolecular transesterification
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