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Acid-catalyzed isopropylidenation of some heptoses
Authors:Boris A. Dmitriev  Anatoly Ya. Chernyak  Oleg S. Chizhov  Nikolay K. Kochetkov
Affiliation:N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the U.S.S.R., Moscow U.S.S.R.
Abstract:Acid-catalyzed acetonation of d-glycero-d-galacto-heptose yields solely the 1,2:3,4:6,7-tri-O-isopropylidene pyranoid derivative, whereas d-glycero-l-gluco- and d-glycero-l-manno-heptose react in the furanose form to give 1,2:5,6-(major) and 1,2:6,7-di-O-isopropylidene-d-glycero-l-gluco-heptose (minor), and 2,3:5,6-(major) and 2,3:6,7-di-O-isopropylidene-d-glycero-l-manno-heptose (minor), respectively.
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