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- W2083749129 endingPage "119" @default.
- W2083749129 startingPage "105" @default.
- W2083749129 abstract "A series of d-mannopyranosyl and l-rhamnopyranosyl thioglycosides protected with electron-withdrawing, non-participating protecting groups on O-2 have been prepared and investigated for their potential as β-glycosyl donors. Both α- and β-thioglycosides were investigated and the latter preferred on the grounds of enhanced stability at room temperature. A 2-O-nitro-l-rhamnosyl fluoride was also prepared and investigated. Moderate β-selectivities were observed with some of these donors. With the more powerfully electron-withdrawing groups reduced donor reactivity leads to a requirement for higher reaction temperatures and reduced selectivities. Decomposition temperatures of the intermediate glycosyl triflates were determined by variable temperature NMR spectroscopy and generally correlate with the disarming propensity of the protecting group system." @default.
- W2083749129 created "2016-06-24" @default.
- W2083749129 creator A5027175360 @default.
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- W2083749129 creator A5077587718 @default.
- W2083749129 creator A5091564168 @default.
- W2083749129 date "2005-01-01" @default.
- W2083749129 modified "2023-10-12" @default.
- W2083749129 title "Disarming, non-participating 2-O-protecting groups in manno- and rhamnopyranosylation: scope and limitations of sulfonates, vinylogous esters, phosphates, cyanates, and nitrates" @default.
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