Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5-phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4- oxadiazoli...
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| Autores principales: | , |
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2013
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2013_n3_p129_Alho http://hdl.handle.net/20.500.12110/paper_1551-701_v2013_n3_p129_Alho |
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| Sumario: | Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5-phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4- oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers. © ARKAT-USA, Inc. |
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