O-Isopropylidene derivatives of sugars were readily prepared by using a triphenylphosphine polymer-bound/I2 complex. Thus, acetonation reaction of D-glucopyranose took place in the presence of 2 mol equivalents of triphenylphosphine polymer-bound/iodine complex to give 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose in 92% yield within 30 minutes. Eight substrates were examined and the corresponding di-O-isopropylidene derivatives were obtained in 90–95% yield. Mono- and triacetonation reactions were also examined.
Efficient Acetonation of Sugar Deriavtives
2006-01-01
Abstract
O-Isopropylidene derivatives of sugars were readily prepared by using a triphenylphosphine polymer-bound/I2 complex. Thus, acetonation reaction of D-glucopyranose took place in the presence of 2 mol equivalents of triphenylphosphine polymer-bound/iodine complex to give 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose in 92% yield within 30 minutes. Eight substrates were examined and the corresponding di-O-isopropylidene derivatives were obtained in 90–95% yield. Mono- and triacetonation reactions were also examined.File in questo prodotto:
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