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- W857527981 abstract "This thesis describes (i) development of a convenient and short synthetic routefor preparation of D -glycero-- D -talo-octulosonic acid (Ko) and Ko glycosyl donor; and (ii) development of new Ko and 2-keto-3-deoxy- D -manno-octulosonic acid (Kdo)glycoside donor for glycosylation. The synthesis of Ko keto sugar started with readily available mannofuranose, which undergoes a concise five steps conversion to give the target in 50 % overall yield. My synthetic plan involved (i) chain elongation of mannose with an ethynylcarbanion synthon; (ii) alpha-keto ester formation from oxidative of a terminal alkyne; and (iii) deprotection and cyclization. The key step in the synthesis is the stereoselective addition of the ethynyl carbanion synthon, which gave the desired stereoisomer almost exclusively.In the second part of my thesis, the aforementioned Ko sugar was converted to a glycoside donor that could be used for Ko and Kdo glycoside preparation. In this regard, we developed a bi-functional protecting group for the Ko substrate. The resulting Ko glycoside could be transformed into Kdo glycoside." @default.
- W857527981 created "2016-06-24" @default.
- W857527981 creator A5081816633 @default.
- W857527981 date "2013-01-01" @default.
- W857527981 modified "2023-09-27" @default.
- W857527981 title "簡潔的製備 D-glycero-alpha-D-talo-octulosonic acid及其醣基化反應" @default.
- W857527981 hasPublicationYear "2013" @default.
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