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• W2949206517 startingPage "4787" @default.
• W2949206517 abstract "The synthesis of the sugar-derived (1S,2R,8aR)-1,2-di-O-isopropylidene-1,2,3,5,6,8a-hexahydro-5-oxoindolizine (8) and by analogy of the corresponding stereoisomers ent-8 and ent-7, an epimer at C2 of ent-8, has been accomplished in a straightforward manner. The carbon-carbon double bond and the carbonyl functionalities on the six-membered ring make these nitrogen-containing heterocycles useful building blocks for the efficient preparation of a variety of enantiopure polyhydroxylated indolizidines of interest for their glycosidase inhibitory activity. We report here the synthesis of 2,8a-diepilentiginosine 12 from 8 and the preparation of stereoisomeric 1,2,7,8-tetrahydroxyindolizidines 9-11 performed by OsO4-catalyzed double bond syn dihydroxylation of 7 and 8, followed by deoxygenation of the amide group." @default.
• W2949206517 created "2019-06-27" @default.
• W2949206517 creator A5037196736 @default.
• W2949206517 creator A5077879259 @default.
• W2949206517 date "2001-06-14" @default.
• W2949206517 modified "2023-09-30" @default.
• W2949206517 title "Stereoisomeric Sugar-Derived Indolizines as Versatile Building Blocks: Synthesis of Enantiopure Di- and Tetrahydroxyindolizidines" @default.
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• W2949206517 doi "https://doi.org/10.1021/jo0016428" @default.
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