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- W1994825557 abstract "New peracetylated 3,3′-(D-glycopyranosylidene)bis(1-propene), prepared from peracetylated anomeric sugar dihalides and allyltributyltin in excess under UV irradiation conditions (AIBN, ca. 35 °C), lent themselves to ring-closing olefin metathesis in the presence of Grubbs’ catalyst (6 mol %) to afford the corresponding peracetylated spiro[1,5-anhydro-D-glycopyranositol-1,4′-cyclopent-1′-enes] (D-gluco: 81%, D-manno: 89%, D-galacto: 72% isolated yield), which could be deacetylated quantitatively. The bis(allylation) reaction (D-gluco: 40%, D-manno: 34%, D-galacto: 24% isolated yield) was in competition with radical-induced rearrangement and elimination reactions. The last process, found to be favored at higher temperature (80 °C), opens an easy route to sugar dienes difficult to prepare otherwise." @default.
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- W1994825557 date "2001-08-01" @default.
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- W1994825557 title "Ring-Closing Olefin Metathesis of 3,3′-(D-Glycopyranosylidene)bis(1-propene) Compounds as a Route to Anomeric Spiro Sugars" @default.
- W1994825557 doi "https://doi.org/10.1002/1099-0690(200108)2001:15<2939::aid-ejoc2939>3.0.co;2-h" @default.
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