Synthesis of Saponins Using Partially Protected Glycosyl Donors

A new class of glycosyl donors having unprotected 2- and 2,4-hydroxyl groups were investigated under the standard glycosylation conditions. This approach was shown to be generally effective for the synthesis of alkyl and steroidal glycosides. A natural saponin, containing 2,4-branched oligosaccharid...

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Veröffentlicht in:	Organic letters 2003-10, Vol.5 (20), p.3627-3630
Hauptverfasser:	Du, Yuguo, Gu, Guofeng, Wei, Guohua, Hua, Yuxia, Linhardt, Robert J
Format:	Artikel
Sprache:	eng
Schlagworte:	Glycosylation Oligosaccharides - chemical synthesis Saponins - chemical synthesis Stereoisomerism
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description	A new class of glycosyl donors having unprotected 2- and 2,4-hydroxyl groups were investigated under the standard glycosylation conditions. This approach was shown to be generally effective for the synthesis of alkyl and steroidal glycosides. A natural saponin, containing 2,4-branched oligosaccharide, was prepared in 35% overall yield in four straightforward sequential reactions by taking advantage of these partially protected donors.
doi_str_mv	10.1021/ol035353s
format	Article
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subjects	Glycosylation Oligosaccharides - chemical synthesis Saponins - chemical synthesis Stereoisomerism
title	Synthesis of Saponins Using Partially Protected Glycosyl Donors
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